KR900001657A - 피라졸 유도체 및 그를 함유하는 제초제 - Google Patents

피라졸 유도체 및 그를 함유하는 제초제 Download PDF

Info

Publication number
KR900001657A
KR900001657A KR1019890010068A KR890010068A KR900001657A KR 900001657 A KR900001657 A KR 900001657A KR 1019890010068 A KR1019890010068 A KR 1019890010068A KR 890010068 A KR890010068 A KR 890010068A KR 900001657 A KR900001657 A KR 900001657A
Authority
KR
South Korea
Prior art keywords
group
och
same
alkyl group
alkyl
Prior art date
Application number
KR1019890010068A
Other languages
English (en)
Other versions
KR0128286B1 (ko
Inventor
에이이찌 오오야
쥰이찌 와따나베
야쓰오 곤도
다꾸야 가꾸따
고오이찌 스즈끼
쓰도무 나와마끼
시게오미 와따나베
Original Assignee
나까이 다께오
닛산가가꾸고요교 가부시끼가이샤
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by 나까이 다께오, 닛산가가꾸고요교 가부시끼가이샤 filed Critical 나까이 다께오
Publication of KR900001657A publication Critical patent/KR900001657A/ko
Application granted granted Critical
Publication of KR0128286B1 publication Critical patent/KR0128286B1/ko

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D231/00Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
    • C07D231/02Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
    • C07D231/10Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D231/14Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D231/18One oxygen or sulfur atom
    • C07D231/20One oxygen atom attached in position 3 or 5
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D405/00Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/02Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
    • C07D405/12Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a chain containing hetero atoms as chain links
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/48Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/561,2-Diazoles; Hydrogenated 1,2-diazoles
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C205/00Compounds containing nitro groups bound to a carbon skeleton
    • C07C205/27Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by etherified hydroxy groups
    • C07C205/35Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by etherified hydroxy groups having nitro groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
    • C07C205/36Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by etherified hydroxy groups having nitro groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton to carbon atoms of the same non-condensed six-membered aromatic ring or to carbon atoms of six-membered aromatic rings being part of the same condensed ring system
    • C07C205/37Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by etherified hydroxy groups having nitro groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton to carbon atoms of the same non-condensed six-membered aromatic ring or to carbon atoms of six-membered aromatic rings being part of the same condensed ring system the oxygen atom of at least one of the etherified hydroxy groups being further bound to an acyclic carbon atom
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C317/00Sulfones; Sulfoxides
    • C07C317/44Sulfones; Sulfoxides having sulfone or sulfoxide groups and carboxyl groups bound to the same carbon skeleton
    • C07C317/46Sulfones; Sulfoxides having sulfone or sulfoxide groups and carboxyl groups bound to the same carbon skeleton the carbon skeleton being further substituted by singly-bound oxygen atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D231/00Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
    • C07D231/02Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
    • C07D231/10Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D231/14Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D231/18One oxygen or sulfur atom
    • C07D231/20One oxygen atom attached in position 3 or 5
    • C07D231/22One oxygen atom attached in position 3 or 5 with aryl radicals attached to ring nitrogen atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D231/00Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
    • C07D231/02Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
    • C07D231/10Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D231/14Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D231/18One oxygen or sulfur atom
    • C07D231/20One oxygen atom attached in position 3 or 5
    • C07D231/22One oxygen atom attached in position 3 or 5 with aryl radicals attached to ring nitrogen atoms
    • C07D231/24One oxygen atom attached in position 3 or 5 with aryl radicals attached to ring nitrogen atoms having sulfone or sulfonic acid radicals in the molecule
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D409/00Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
    • C07D409/02Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
    • C07D409/12Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02Phosphorus compounds
    • C07F9/06Phosphorus compounds without P—C bonds
    • C07F9/08Esters of oxyacids of phosphorus
    • C07F9/09Esters of phosphoric acids
    • C07F9/12Esters of phosphoric acids with hydroxyaryl compounds
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02Phosphorus compounds
    • C07F9/547Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
    • C07F9/645Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having two nitrogen atoms as the only ring hetero atoms
    • C07F9/6503Five-membered rings
    • C07F9/65031Five-membered rings having the nitrogen atoms in the positions 1 and 2

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Molecular Biology (AREA)
  • Biochemistry (AREA)
  • Dentistry (AREA)
  • Engineering & Computer Science (AREA)
  • Plant Pathology (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Pest Control & Pesticides (AREA)
  • Agronomy & Crop Science (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
  • Hydrogenated Pyridines (AREA)

Abstract

내용 없음

Description

피라졸 유도체 및 그를 함유하는 제초제
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (5)

  1. 하기일반식(I)의 피라졸 유도체 및 그의 염.
    [식중, A는 C1~C4알킬기, C2~C4알케닐기 또는 C2~C4알키닐기이며 ; B는 수소원자, C1~C3알킬기, 할로겐원자, C1~C3할로알킬기, C1~C3알콕시기, C1~C3알킬티오기, C2~C4알콕시 알킬기, C2~C4알킬티오알킬기 또는 C2~C4알콕시카르보닐기이며 ; X는 C1~C6알킬기, C1~C6알콕시기, 할로겐원자, 니트로기, 시아노기, C1~C6할로알킬기, C2~C6알콕시알킬기, C2~C6알킬카르보닐기, C2~C6알콕시카르보닐기, 수소원자 또는 C1~C6알킬기에 의해 각각 치환된 아미노카르보닐기, C1~C6할로알콕시기, C1~C6알킬티오기 또는 C2~C6알킬티오알킬기이며; Y는 -OR1(식중, R1은 C3~C8시클로알킬기, C4~C8시클로알킬알킬기, C3~C6알케닐기, C2~C6알키닐기, C1~C6할로알킬기, C3~C8할로시클로알킬알킬기, C3~C6할로알케닐기, C2~C6할로알키닐기, C2~C6니트로알킬기 또는 C1~C3알킬기, 할로겐원자, 니트로기 또는 C1~C3알콕시기에 의해 치환될 수 있는 페닐기이다.) -O-L-O-R1(식중, L은 C1~C3알킬기에 의해 치환될 수 있는 C1~C6알킬렌기이고, R1은 상기와 동일하다.), -O-L-OH(식중, L은 상기와 동일하다.), -O-L-O-L-O-R2(식중, L은 상기와 동일하고, R2는 수소원자, C1~C6알킬기 또는 C1~C3알킬기, 할로겐원자, 니트로기 또는 C1~C3알콕시기에 의해 치환될 수 있는 페닐기이다.), -O-L-R3(식중, L은 상기와 동일하고, R3는 C1~C3알킬기, 할로겐원자, 니트로기 또는 C1~C3알콕시기에 의해 치환될 수 있는 페닐기이다.), -O-M(식중, M은 2개 이하의 황 또는 산소원자를 함유하며, 1 내지 4개의 탄소원자의 결합에 의해 형성된 3 내지 6원소의 지방족고리기이다)., -O-L-M(식중, L 및 M은 상기와 동일하다.), O-L-NR4R5(식중, L은 상기와 동일하고, 동일 또는 상이할 수 있는 R4및 R5의 각각은 수소원자 또는 C1~C6알킬기이거나, 또는 R4및 R5는 인접한 질소원자와 함께 고리를 형성한다.), -O-L-COOR4(식중, L 및 R4는 상기와 동일하다.), -O-CH=CH-COOR4(식중 R4는 상기와 동일하다.), -O-L-CN(식중, L은 상기와 동일하다.), -O-L-C(O)-R2(식중, L 및 R2는 상기와 동일하다.), -O-L-S(O)n-R4(식중, L 및 R4는 상기와 동일하고, n은 0 내지 2의 정수이다.), -O-COOR4(식중, R4는 상기와 동일하다.), O-CONR4R6(식중, R4및 R5는 상기와 동일하다.), -OP(O)(OR4)2(식중, R4는 상기와 동일하다.), -S(O)nR1(식중, R1및 n은 상기와 동일하다.), 또는 -S(O)n-L-O-R1(식중, L,R1및 n은 상기와 동일하다.)이며 ; Z는 할로겐원자, 니트로기, C1~C3알콕시기, 트리플루오로메틸기, 트리플루오로메톡시기, 시아노기 또는 -S(O)nR6(식중, n은 상기와 동일하고, R6는 C1~C3알킬기 또는 C1~C3할로알칼기이다.)이며 ; V는 수소원자, 할로겐원자, C1~C4알킬기 또는 C1~C4알콕시기이며 ; W는 수소원자, 할로겐원자, C1~C4알킬기, C1~C4할로알킬기, C1~C4알콕시기, C2~C6알콕시알킬기, C2~C5알콕시카르보닐기, C1~C3할로알콕시기, 니트로기, 시아노기 또는 -S(O)nR6(식중, n및 R6은 상기와 동일하다.)이고 ; Q는 수소원자, 할로겐원자에 의해 치환될 수 있는 C1~C6알킬기, 할로겐원자에 의해 치환될 수 있는 C1~C6알케닐기, 할로겐원자에 의해 치환될 수 있는 C1~C6알키닐기, 시아노메틸기, C(O)-R7(식중, R6은 C1~C6알킬기, C1~C6알케닐기, C1~C6알키닐기, C1~C6할로알킬기, C1~C6할로알케닐기, C1~C6할로알키닐기, 할로겐원자, 니트로기 및 트리플루오로메틸기를 포함하는 군으로부터 선택한 동일 또는 상이한 치환체에 의해 치환될 수 있는 페닐기, C1~C6알킬기, C1~C6알콕시기 또는 히드록실기이다.), -S(O)2R7(식중, R7은 상기와 동일하다.), -P(O)(OR7)2(식중, R7은 상기와 동일하다.), -L-C(O)-R7(식중, L 및 R7는 상기와 동일하다.), -L-C(O)-N(R8)(R9)(식중, L은 상기와 동일하고, 동일 또는 상이할 수 있는 R8및 R9의 각각은 수소원자 또는 C1~C6알킬기이다.), -L-R10(식중, L은 상기와 동일하고, R10은 할로겐원자, 니트로기 및 트리플루오로메틸기를 포함하는 군으로부터 선택한 동일 또는 상이한 치환체에 의해 치환될 수 있는 페닐기, C1~C6알킬기, C1~C6알콕시기 또는 히드록실기이다.), -L-N(R8)(R9)(식중, L,R8및 R9는 상기와 동일하다.), -L-OR11(식중, L은 상기와 동일하고, R11은 수소원자, C1~C6알킬기 또는 C1~C6알케닐기이다.), -L-OC(O)R11(식중, L은 상기와 동일하고, R12는 C1~C6알킬기 또는 C1~C6알콕시기이다.), -L-S(O)nR11(식중, L,n 및 R11은 상기와 동일하다.), -L-SC(O)R8(식중, L 및 R8은 상기와 동일하다.),(식중, 동일 또는 상이할 수 있는 L1 및 L2의 각각은 메틸렌기, 산소원자 또는 황원자이며, R12는 수소원자 또는 C1~C3알킬기이고, m은 2 또는 3이다.)이다.]
  2. 제1항에 있어서, A,B,X,Y,Z 및 O가 A : Me,Et,n-Pr,i-Pr, CH2CH=CH2,CH2C CH,t-Bu
    B : H,Me,Et,n-Pr,i-Pr,Cl,Br,CH2Cl,CF3,OMe,OEt,OPr-i,SMe,CH2OMe,CH2SMe, CO2Me,CO2Et
    X : Me,Et,n-Pr,i-Pr,n-Bu,i-Bu,s-Bu,t-Bu,OMe,OEt,OPr-n,OPr-i,OBu-n, OBu-i,OBu-s,OBu-t,F,Cl,Br,I,NO2,CN,CH2F,CHF2,CF3,CH2CF3, CH2Cl,CCl3, CHCIMe, CH2CH2Cl,CHClCH2Cl,CH2Br,CHBrMe,CH2CH2Br,CH2OMe,CH2OEt,CH2OPr-n,CH2OPr-i, CH2OBu-i,CH2u-s,CH2OBu-t,CHMeOMe,CHMeOEt,OHMeOPr-n,CHMeOPr-i,CHMeOBu-n,CHMeOBu-i, CHMeOBu-s,CHMeOBu-t,CH2CH2OMe,CH2CH2OEt,CH2CH2OPr-i,Ac,COEt,COPr-n,COPr-i, COOMe,COOEt,COOPr-i,CONHMe,CONHEt,CONMe2,CONET2,CONEtMe,OCHF2,OCF3,OCH2CF3, SMe, SEt,CH2SMe,CH2SEt,CHMeSMe,CHMeSEt
    OCHMeCH=CH2,OCMe2CH=CH2,OCH2CMe=CH2,OCH2CH=CHMe,OCH2CH=CMe2,OCH2C CH,OCHMeC CH, OCMe2C CH,OCH2C CMe,OCH2CH2F,OCH2CHF2,OCH2CF3,OCH2CH2Cl,OCHM eCH2Cl,OCH2CCl3, OCH2CH2CH2Cl, OCH2CH2BrOCH2CCl=C2,OCH2CH2CH=CH2,OCH2CCl=CHCl,OCH2CH2NO2, OPh,OPh-Me-2OPh-Cl-4, OPh-NO2-4,OCH2CH2OMe,OCH2CH2OEt,OCH2CH2OPr-N,OCH2CH2OPr-i,OCH2CH2OBu-n,OCH2CH2OBu-i,OCH2CH2Bu-s,OCH2CH2OBu-t,OCHMeCH2OMe,OHC2CH2OPh, OCH2CH2OCH2CH2OMe,OCH2CH2OH,OCH2CH2OCHMe CH2OMe,OCH2Ph,OCHMePh,OCH2Ph-4-ME,OCH2Ph-4-Cl,OCH2CH2Ph,
    OCH2CH2NH2,OCH2CH2NHMe,OCH2CH2NMe2,OCH2CH2NEt2,,OCH2,COOMe,OCH2COOEt,OCH2COOPrn,OCH2COOPri,OCH2COOBut,OCHMeCOOMe,OCHMeCOOEtOCHMeCOOPrn,OCHMeCOOPr-i,OCHMeCOOBut,OCH2CH2CN,OCH2CN,OCHMeCN,OCH2SMe,OCH2C(O)Ph,OCH2C(O)Me,OCH2CH2SMe,OCH2CH2SOMe,OCH2CH2SO2Me,OCH2CH2SEt,OCH2SO2Et,OCOOMe,OCOOEt,OCOOPri,OCONH2,OCONHMe,OCONMe2,OP(O)(OMe)2,OP(O)(OEt)2,SCH2CH=CH2,SCH2C CH,SCH2CF3, SCH2CH2Cl,SCH2CCl,SPh, SCH2CH2OMe, SCH2CH2OEt, SCH2CH2OPr-i, SCH2CH2OPh,S(O)CH2CH=CH2,S(O)CH2CHCH,S(O)CH2CF3,S(O)CH2CH2Cl,S(O)Ph, S(O)CH2CH2OMe,S(O)CH2CH2OEt,S(O)CH2CH2OPr-i, S(O)CH2CH2OPh,SO2CH2CH=CH2SO2CH2CCH, SO2CH2CF3,SO2CH2CHSO2CH2CH2OMe, SO2CH2CH2OEt, SO2CH2CH2OPr-i, Z: F,Cl,Br,I ,NO2,OMe,OEt, OPr-n,OPr-i,CH3,CN,SMe,SOMe,SO2Me,SCF3,SOCF3,SO2CF3 Q: H, Me,Et, N-Pr,i-Pr, n-Bu,i-Bu,s-Bu,t-Bu,CH2CH2Cl, CH2CF3, CHClMe, CH2CH2Br, CHClCH2Cl, CH2CH=CH2, CH2CMe=CH2,CH2CH=CHMe,CH2C CH,CH2CCl=CH2,CH2CN,CH2Ph,CH2Ph-Cl-2, CH2Ph-Cl-3, CH2Ph-Me-2,CH2Ph-Me2-2,4,CH2Ph-Me-4,CHMePh, CHEtPh, CH2Ph-NO2-2,CH2Ph-CF3-3,CH2OMe, CH2OEt, CH2OH,CHMeOH, CH2NHMe,CH2NMe2, CHMeNMe2,CH2COPh, CH2COPh-NO2-4,CH2COPh-Me-4,CH2COPh-Cl-4,CH2COPh-ME2-2,4, CH2COPh-CF3-4,CH2Ac,CH2COEt,CHMeAc,CH2CO2Me,CH2CO2Et,CH2CO2Pr-n,CH2CO2Pr-i, CH2CO2Bu-t,CH2CO2H,CHMeCO2H,CH2CONHMe,CH2CONMe2,CH2CONHEt,CH2CONEt2,CH2CONPr-n2, CH2OCH2CH=CH2,CH2,CH2OAc,CH2COEt,CH2COPr-i,CH2COBu-t,CH2OCO2Me,CH2OCO2Et,CH2OCO2Pr-i, CH2OCO2Bu-t,CH2SMe,CH2SEt,CH2SCH2CH=CH2,CH2SAc,CH2SCOBu-t,CH2SO2Me, CH2SO2Et, CH2SO2CH2CH=CH2,CH2NHCH2CH=CH2,CH2NMeCH2CH=CH2,CH2NHAc,CH2NHCOEt,CH2NHCO2Me, CH2NHCO2Et, CH2NHCO2Me,CH2NHCO2Et, CH2NMeCO2Me,COPh,COPh-Me-4,COPh-NO2-2,COPh-Cl2-2, 4, Ac, COEt,COPr-n,COPr-i,COBu-n,COBu-t,COCH2Cl,COCHCL2,COCCl3,COCF3, COCH2OMe, COCH2OPh,COCH2CH=CHCH3,CO2Me,CO2Et,CO2Bu-t,CO2Pr-i,CONHMe,CONMe2,CONHEt, CONEt2, CONPr-n2,CON(CH2CH=CH2)2,CONMePh,
    CO2CH2Ph,CO2Ph,SO2Me,SO2Et,SO2CH2CH=CH2,SO2Ph,SO2Ph-Me-4,SO2Ph-Cl-4,SO2Ph-(NO2)2-2,4,SO2CF3,P(=0)(OMe)2,P(O)(OEt)2,P(=O)(OPr-n)2,P(=O)(OPr-i)2,P(=S)(OMe)2,P(=S) (OEt)2,P(=O)OMeOPh,P(=O)(OCH2CH=CH2)2,P(=O)OPhOCH2CH=CH2; 임을 특징으로 하는 일반식(I)의 피라졸 유도체 및 그의 염.
  3. 제1항에 기재된 일반식(I)의 피라졸 유도체 또는 그의 염의 제초 유효량 및 농업용 담체 또는 희석제를 함유함을 특징으로 하는 선택성 제초 조성물.
  4. 제1항에 기재된 일반식(I)의 피라졸 유도체 또는 그의 염의 제초 유효량을 방제하려는 구역에 산포함을 특징으로 하는 잡초 방제방법.
  5. 하기일반식(II)의 치환된 벤젠 유도체 및 그의 염
    [식중, G는 카르복실기, 할로카르보닐기 또는 시아노카르보닐기이며 ; X는 C1~C6알킬기, C1~C6알콕시기, 할로겐원자, 니트로기, 시아노기, C1~C6할로알킬기, C2~C6알콕시알킬기, C2~C6알킬카르보닐기, C2~C6알콕시카르보닐기, 수소원자 또는 C1~C6알킬기에 의해 각각 치환된 아미노카르보닐기, C1~C6할로알콕시기, C1~C6알킬티오기 또는 C2~C6알킬티오 알킬기이며 ; Y는 -OR1(식중, R1은 C3~C8시클로알킬기, C4~C8시클로알킬알킬기, C3~C6알케닐기, C2~C6알키닐기, C1~C6할로알킬기, C3~C8할로시클로알킬알킬기, C3~C6할로알케닐기, C2~C6할로알키닐기, C2~C6니트로알킬기 또는 C1~C3알킬기, 할로겐원자, 니토로기 또는 C1~C3알콕시기에 의해 치환될 수 있는 페닐기이다.), -O-L-O-R1(식중, L은 C1~C3알킬기에 의해 치환될 수 있는 C1~C6알킬렌기이고, R1은 상기와 동일하다.), -O-L-OH(식중, L은 상기와 동일하다.), -O-L-O-L-O-R2(식중, L은 상기와 동일하고, R2는 수소원자, C1~C6알킬기 또는 C1~C3알킬기, 할로겐원자, 니트로기 또는 C1~C3알콕시기에 의해 치환될 수 있는 페닐기이다.), -O-L-R3(식중, L은 상기와 동일하고, R3는 C1~C3알킬기, 할로겐원자, 니트로기 또는 C1~C3알콕시기에 의해 치환될 수 있는 페닐기이다.),-O-M(식중, M은 2개이하의 황 또는 산소원자를 함유하며, 1 내지 4개의 탄소원자의 결합에 의해 형성된 3 내지 6원소의 지방족 고리기이다.), -O-L-M(식중, L 및 M은 상기와 동일하다.), O-L-NR4NR5(식중, L은 상기와 동일하고, 동일 또는 상이할 수 있는 R4및 R5의 각각의 수소원자 또는 C1~C6알킬기이거나, 또는 R4및 R5는 인접한 질소원자와 함께 고리를 형성한다.), -O-L-COOR4(식중, L 및 R4는 상기와 동일하다.), -O-CH=CH-COOR4(식중, R4는 상기와 동일하다.), -O-L-CN(식중, L은 상기와 동일하다.), -O-L-C(O)-R2(식중, L 및 R2는 상기와 동일하다.), -O-L-S(O)n-R4(식중, L 및 R4는 상기와 동일하고, n은 0 내지 2의 정수이다.), -O-COOR4(식중, R4는 상기와 동일하다.), O-CONR4R6(식중, R4및 R5는 상기와 동일하다.), -OP(O)(OR4)2(식중, R4는 상기와 동일하다.), -S(O)nR1(식중, R1및 n은 상기와 동일하다.), 또는 -S(O)n-L-O-R1(식중, L,R1및 n은 상기와 동일하다.)이며 ; Z는 할로겐원자, 니트로기, C1~C3알콕시기, 트리플루오로메틸기, 트리플루오로메톡시기, 시아노기 또는 -S(O)nR6(식중, n은 상기와 동일하고, R6는 C1~C3알킬기 또는 C1~C3할로알칼기이다.)이며 ; V는 수소원자, 할로겐원자, C1~C4알킬기 또는 C1~C4알콕시기이며 W는 수소원자, 할로겐원자, C1~C4알킬기, C1~C4할로알킬기, C1~C4알콕시기, C2~C6알콕시알킬기, C2~C5알콕시카르보닐기, C1~C3할로알콕시기, 니트로기, 시아노기 또는 -S(O)nR6(식중, n및 R6은 상기와 동일하다.)이다.]
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019890010068A 1988-07-15 1989-07-14 피라졸 유도체 및 그를 함유하는 제초제 KR0128286B1 (ko)

Applications Claiming Priority (6)

Application Number Priority Date Filing Date Title
JP17675888 1988-07-15
JP176758/88 1988-07-15
JP63-26030-89 1989-02-03
JP2603089 1989-02-03
JP26030/89 1989-02-03
JP63-176758 1989-02-03

Publications (2)

Publication Number Publication Date
KR900001657A true KR900001657A (ko) 1990-02-27
KR0128286B1 KR0128286B1 (ko) 1998-04-02

Family

ID=26363753

Family Applications (1)

Application Number Title Priority Date Filing Date
KR1019890010068A KR0128286B1 (ko) 1988-07-15 1989-07-14 피라졸 유도체 및 그를 함유하는 제초제

Country Status (13)

Country Link
US (2) US4986845A (ko)
EP (1) EP0352543B1 (ko)
KR (1) KR0128286B1 (ko)
CN (1) CN1017240B (ko)
AT (1) ATE112271T1 (ko)
BR (1) BR8903486A (ko)
CA (1) CA1338788C (ko)
DE (1) DE68918524T2 (ko)
DK (1) DK170439B1 (ko)
ES (1) ES2064388T3 (ko)
HU (1) HU205912B (ko)
IL (1) IL90819A (ko)
RU (2) RU1792280C (ko)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR100643510B1 (ko) * 2005-01-20 2006-11-10 박현문 반도체 장비용 대형 오링의 제조장치 및 그 성형장치에의해 제조된 대형 오링

Families Citing this family (53)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE4008403A1 (de) * 1990-03-16 1991-09-19 Merck Patent Gmbh Glykolsaeurederivate
ES2134257T3 (es) * 1992-03-03 1999-10-01 Idemitsu Kosan Co Derivado de pirazol.
DE4311722C1 (de) * 1993-04-08 1994-04-07 Basf Ag Verfahren zur Herstellung von Halogenmethyl-benzoylcyaniden und neue Halogenmethyl-benzoylcyanide
CA2175675A1 (en) * 1993-11-09 1995-05-18 Mitsuru Shibata Pyrazole derivatives and herbicide containing the same
JP3478412B2 (ja) * 1994-01-27 2003-12-15 富士写真フイルム株式会社 ピラゾール化合物
BR9509751A (pt) * 1994-11-24 1998-06-16 Basf Ag Processo para preparar cianetos de halometilbenzoíla
ATE239018T1 (de) * 1995-02-13 2003-05-15 Idemitsu Kosan Co Pyrazol-derivate
CA2210693C (en) 1995-02-24 2008-04-22 Basf Aktiengesellschaft Pyrazol-4-yl-benzoyl derivatives and their use as herbicides
DE19532312A1 (de) * 1995-09-01 1997-03-06 Basf Ag Pyrazol-4-yl-benzoylderivate
CA2278331C (en) * 1997-01-17 2008-11-18 Basf Aktiengesellschaft 3-heterocyclyl-substituted benzoyl derivatives
AR012141A1 (es) * 1997-03-24 2000-09-27 Dow Agrosciences Llc PROCESO PARA PREPARAR 1-ALQUILO-4-(2-CLORO-3-ALCOXIBENCENO), COMPUESTOS INTERMEDIARIOS DE APLICACIoN EN DICHO PROCESO Y PROCEDIMIENTO PARA PREPARAR DICHOS COMPUESTOS INTERMEDIARIOS
US6211403B1 (en) 1997-03-24 2001-04-03 Dow Agrosciences Llc Process for preparing 2-chloro-3-alkoxy-4-alkylsulfonyl-benzoic acids and esters
AR012142A1 (es) 1997-03-24 2000-09-27 Dow Agrosciences Llc Compuestos de 1-alquil-4-benzoil-5-hiroxipirazol, composiciones herbicidas que los contienen; metodo para controlar vegetacion no deseada y compuestosintermediarios utiles para preparar dichos compuestos
CA2289003A1 (en) * 1997-05-07 1998-11-12 Basf Aktiengesellschaft Substituted 4-benzoyl-pyrazoles
AU731305B2 (en) * 1997-05-23 2001-03-29 Dow Agrosciences Llc 1-alkyl-4-benzoyl-5-hydroxypyrazole compounds and their use as herbicides
EP1077972A1 (en) * 1998-05-22 2001-02-28 Dow AgroSciences LLC 1-alkyl-4-[(3-oxetanyl-)benzoyl]-5-hydroxypyrazole compounds and their use as herbicides
WO2000003988A1 (fr) * 1998-07-14 2000-01-27 Nippon Soda Co., Ltd. Nouveaux derives de l'acide benzoique et procedes de preparation associes
PL348888A1 (en) 1998-12-04 2002-06-17 Basf Ag 3-(heterocyclyl)-substituted benzoylpyrazols
DE19914140A1 (de) 1999-03-27 2000-09-28 Bayer Ag Substituierte Benzoylpyrazole
DE19946853A1 (de) * 1999-09-30 2001-04-05 Bayer Ag Substituierte Arylketone
RU2299879C2 (ru) * 2000-01-17 2007-05-27 Байер Акциенгезелльшафт Замещенные арилкетоны
DE10037149A1 (de) * 2000-07-29 2002-02-07 Bayer Ag Substituierte Arylketone
DE10043074A1 (de) * 2000-09-01 2002-03-14 Aventis Cropscience Gmbh Herbizid wirksame Benzoylcyclohexandione
DE10136449A1 (de) * 2001-05-09 2002-11-14 Bayer Ag Substituierte Arylketone
BR0209537A (pt) * 2001-05-09 2004-03-09 Bayer Cropscience Ag Arilcetonas substituìdas
DE10138577A1 (de) * 2001-05-21 2002-11-28 Bayer Ag Substituierte Benzoylpyrazole
DE10206792A1 (de) * 2002-02-19 2003-08-28 Bayer Cropscience Ag Substituierte Arylketone
DE10209645A1 (de) * 2002-03-05 2003-09-18 Bayer Cropscience Ag Substituierte Arylketone
DE10235945A1 (de) * 2002-08-06 2004-02-19 Bayer Cropscience Gmbh 3-Aminocarbonyl substituierte Benzoylpyrazolone
WO2005058037A1 (en) * 2003-12-12 2005-06-30 Syngenta Participations Ag Picolinylpyrazoles as herbicides
AR056889A1 (es) * 2005-12-15 2007-10-31 Ishihara Sangyo Kaisha Compuestos benzoilpirazol y herbicidas que los contienen
UA94003C2 (uk) 2006-11-28 2011-03-25 Ишихара Санджай Кайша, Лтд. Сполуки бензоїлпіразолу, гербіцид на їх основі та спосіб боротьби з небажаними рослинами
JP5420169B2 (ja) * 2006-12-27 2014-02-19 石原産業株式会社 ベンゾイルピラゾール系化合物を含有する除草剤
JP5416354B2 (ja) * 2007-02-02 2014-02-12 石原産業株式会社 ベンゾイルピラゾール系化合物を含有する除草性組成物
EP1980556A1 (de) 2007-04-12 2008-10-15 Bayer CropScience AG 4-(4-Trifluormethyl-3-thiobenzoyl)pyrazole und ihre Verwendung als Herbizide
DE102007026875A1 (de) 2007-06-11 2008-12-24 Bayer Cropscience Ag 3-Cyclopropyl-4-(3-thiobenzoyl)pyrazole und ihre Verwendung als Herbizide
JP5449855B2 (ja) * 2008-05-20 2014-03-19 石原産業株式会社 ピラゾール系化合物、それらの製造方法及びそれらを含有する除草剤
EP2127521A1 (de) 2008-05-29 2009-12-02 Bayer CropScience Aktiengesellschaft Herbizid wirksame 4-(3-Alkylsulfinylbenzoyl)pyrazole
JP5584452B2 (ja) 2008-12-11 2014-09-03 石原産業株式会社 ベンゾイルピラゾール系化合物を含有する除草性組成物
JP5795314B2 (ja) * 2009-07-29 2015-10-14 バイエル・インテレクチュアル・プロパティ・ゲゼルシャフト・ミット・ベシュレンクテル・ハフツングBayer Intellectual Property GmbH 4−(3−アルキルチオベンゾイル)ピラゾール類及び除草剤としてのそれらの使用
BR112012023761A2 (pt) 2010-03-23 2015-10-06 Basf Se piridina substituída de fórmula i, composto de fórmula i, composição e método para controle de vegetação indesejada
WO2011117211A1 (en) 2010-03-23 2011-09-29 Basf Se Substituted pyridazines having herbicidal action
JP2013522339A (ja) 2010-03-23 2013-06-13 ビーエーエスエフ ソシエタス・ヨーロピア 除草作用を有する置換されたピリジン
WO2011117210A1 (en) 2010-03-23 2011-09-29 Basf Se Substituted pyridines having herbicidal action
EP2550279A1 (en) 2010-03-23 2013-01-30 Basf Se Pyrazinothiazines having herbicidal action
AR081526A1 (es) 2010-03-23 2012-10-03 Basf Se Piridazinas sustituidas que tienen accion herbicida
CN103003247B (zh) 2010-07-21 2015-06-10 拜耳知识产权有限责任公司 4-(4-卤代烷基-3-硫代苯甲酰基)吡唑及其作为除草剂的用途
MX2013005694A (es) 2010-12-23 2013-07-05 Basf Se Piridinas sustituidas que tienen accion herbicida.
WO2012168241A1 (en) 2011-06-09 2012-12-13 Basf Se Substituted pyrazines having herbicidal activity
AR086894A1 (es) 2011-06-09 2014-01-29 Basf Se Derivados de 2,2-dioxo-oxatiin[3,2-b]piridina, una composicion que los comprende y un metodo para controlar vegetacion indeseada que los emplea
JP2015523340A (ja) 2012-06-01 2015-08-13 ビーエーエスエフ ソシエタス・ヨーロピアBasf Se 除草活性を有する置換ピリジン化合物
US20160102103A1 (en) 2013-05-24 2016-04-14 Basf Se Substituted pyridine compounds having herbicidal activity
CN108264484A (zh) * 2016-12-30 2018-07-10 浙江省化工研究院有限公司 一种带醚结构的取代的苯基酮类化合物、其制备方法及应用

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5436648B2 (ko) * 1974-03-28 1979-11-10
FR2277826A2 (fr) * 1974-07-09 1976-02-06 Sandoz Sa Stabilisation de matieres organiques au moyen de derives de pyrazole
US4083925A (en) * 1976-03-22 1978-04-11 Martin Marietta Aluminum, Inc. Method for removing ferrous iron from alkali metal aluminate liquor
US4230481A (en) * 1977-08-12 1980-10-28 Ishihara Sangyo Kaisha Limited Pyrazole derivatives useful as a herbicidal component
JPS58185568A (ja) * 1982-04-24 1983-10-29 Nissan Chem Ind Ltd ピラゾ−ル誘導体,その製造方法および該誘導体を含有する選択性除草剤
US4744815A (en) * 1985-05-11 1988-05-17 Nissan Chemical Industries, Ltd. 4-benzoyl-1-alkyl (alkenyl) - pyrazoles, composition containing them, herbicidal method of using them, and intermediate in their preparation
US4643757A (en) * 1985-05-20 1987-02-17 Nissan Chemical Industries, Ltd. Herbicidal 4-benzoyl-1-methyl-5-hydroxypyrazoles
IL85659A (en) * 1987-03-17 1992-03-29 Nissan Chemical Ind Ltd 4-benzoylpyrazole derivatives,method for their preparation and herbicidal compositions containing them

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR100643510B1 (ko) * 2005-01-20 2006-11-10 박현문 반도체 장비용 대형 오링의 제조장치 및 그 성형장치에의해 제조된 대형 오링

Also Published As

Publication number Publication date
ES2064388T3 (es) 1995-02-01
DK349289A (da) 1990-01-16
IL90819A (en) 1994-06-24
HUT51256A (en) 1990-04-28
US4986845A (en) 1991-01-22
BR8903486A (pt) 1990-03-13
HU205912B (en) 1992-07-28
AU618609B2 (en) 1992-01-02
DK349289D0 (da) 1989-07-14
ATE112271T1 (de) 1994-10-15
DE68918524T2 (de) 1995-05-04
CN1039586A (zh) 1990-02-14
RU1792280C (ru) 1993-01-30
EP0352543A1 (en) 1990-01-31
IL90819A0 (en) 1990-01-18
DE68918524D1 (de) 1994-11-03
EP0352543B1 (en) 1994-09-28
CA1338788C (en) 1996-12-10
RU2042667C1 (ru) 1995-08-27
AU3800589A (en) 1990-01-25
USRE34779E (en) 1994-11-08
DK170439B1 (da) 1995-09-04
KR0128286B1 (ko) 1998-04-02
CN1017240B (zh) 1992-07-01

Similar Documents

Publication Publication Date Title
KR900001657A (ko) 피라졸 유도체 및 그를 함유하는 제초제
BR9202701A (pt) Derivados de 5-aril isoxazol,processo para suas preparacoes,composicoes herbicidas e metodo de controle herbicida
KR950008488A (ko) N-아지닐-n'-(헤트)아릴설포닐-우레아
RU2221778C2 (ru) N-сульфонилглициналкинилоксифенэтиламидные производные, обладающие бактерицидной активностью
AR004082A1 (es) Compuesto derivado de sulfonamida, mezclas y composiciones que lo comprenden y metodo para el control de la vegetación indeseada
RU93045144A (ru) Новые гербициды, способ их получения, композиция, способ борьбы с сорняками
ES2039247T3 (es) Procedimiento para preparar tioeteres insecticidas y derivados de los mismos.
DE3888245D1 (de) Thiazol-Derivate.
KR890000411A (ko) 치환된 아미노페닐 카바메이트
ES2063065T3 (es) Derivados de triazol, procedimiento para su preparacion y composiciones herbicidas que los contienen.
GB1424241A (en) Pesticidal phosphorus-containing oxadiazole derivatives
KR900016151A (ko) 제초성 벤질설폰아미드
DE59502205D1 (de) Substituierte Phenoxymethylphenyl-Derivate, Verfahren zur ihrer Herstellung und ihre Verwendung zur Bekämpfung von Schädlingen und Pilzen
KR890008142A (ko) 6,7-디히드로-[1,2,4]트리아졸로[1,5-a][1,3,5]트리아진-2-술폰아미드, 그의 제조방법 및 제초제 및 식물 생장 조절제로서의 용도
GB1025569A (en) Phosphorus-containing cyclic acetals and mercaptals
ES8702380A1 (es) Procedimiento para preparar un derivado de (imina ciclica)- difenil-eter
SE7707231L (sv) Fungicida och nematocida medel
DE3060148D1 (en) M-anilido urethanes and herbicidal compositions which contain them
DK0653417T3 (da) P-Hydroxyanilinderivater, fremgangsmåde til deres fremstilling og deres anvendelse til bekæmpelse af skadelige svampe eller skadedyr
KR960040156A (ko) 3-이소티아졸론 수용액의 안정화 조성물 및 그 제조방법
ES2098849T3 (es) Derivados de p-hidroxianilina, procedimientos para su obtencion y su empleo para la lucha contra los hongos dañinos o contra las pestes.
KR900701775A (ko) 헤테로 시클릭 살충화합물
RU94027585A (ru) Производные изоксазола, способ их получения, гербицидная композиция, способ борьбы с сорняками
KR950701491A (ko) 치환된 2-아릴피롤(Substituted 2-arylpyrroles)
TH16353B (th) วิธีการและส่วนผสมของสารฆ่าศัตรูพืชและสัตว์

Legal Events

Date Code Title Description
A201 Request for examination
E902 Notification of reason for refusal
E701 Decision to grant or registration of patent right
GRNT Written decision to grant
FPAY Annual fee payment

Payment date: 20021024

Year of fee payment: 6

LAPS Lapse due to unpaid annual fee