KR850008169A - Method for preparing 1-heteroaryl-4-aryl-pyrazolin-5-one - Google Patents

Method for preparing 1-heteroaryl-4-aryl-pyrazolin-5-one Download PDF

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KR850008169A
KR850008169A KR1019850003517A KR850003517A KR850008169A KR 850008169 A KR850008169 A KR 850008169A KR 1019850003517 A KR1019850003517 A KR 1019850003517A KR 850003517 A KR850003517 A KR 850003517A KR 850008169 A KR850008169 A KR 850008169A
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alkyl
different
optionally substituted
same
radical
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KR1019850003517A
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사세 클라우스 (외 5)
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게르하르트 뷘네만 클라우스 대너
바이엘 아크티엔 게젤샤프트
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Publication of KR850008169A publication Critical patent/KR850008169A/en

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION 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
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/56—1,2-Diazoles; Hydrogenated 1,2-diazoles
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION 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
    • A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
    • A01N47/02—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having no bond to a nitrogen atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
    • C07D403/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond

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  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Plant Pathology (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Pest Control & Pesticides (AREA)
  • Agronomy & Crop Science (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

내용 없음No content

Description

1-헤테로아릴-4-아릴-피라졸린-5-온의 제조방법Method for preparing 1-heteroaryl-4-aryl-pyrazolin-5-one

본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음As this is a public information case, the full text was not included.

Claims (3)

일반식(Ⅱ)의 α-아세페닐아세테이트 또는 이의 유도체을 필요한 경우, 용매존재하 및 필요하다면 염기 또는 산 존재하이 일반식(Ⅲ)의 히드라지노헤테로 사이클과 반응시킴을 특징으로 하는 일반식(I)의 1-헤테로아릴-4-아릴-피라졸린-5-온의 제조방법.Formula (I) characterized by reacting α-acephenylacetate or its derivatives of formula (II) with the hydrazinohetero cycle of formula (III) in the presence of a solvent and, if necessary, in the presence of a base or an acid, if necessary Method for the preparation of 1-heteroaryl-4-aryl-pyrazolin-5-one. 상기식에서, R은 수소 또는 알킬이고, R1은 할로겐, 히드록실, 임의로 치환된 알킬, 임의로 치환된 알콕시, 임의로 치환된 펜옥시, 알킬부위에 임의로 치환된 -S(O)P-알킬 라디칼, 니트로, 임의로 치환된 아미노 또는 융합된 카르보사이클 또는 헤테로사이클 라디칼이며, P는 0, 1 또는 2이고, R2는 할로겐 또는 임의로 치환될 알킬, 또는 알콕시, 알킬메르캅토, 니트로, 시아노, 카르복스아미드 또는 융합된 카르보사이클 라디칼이며, m은 0 내지 5이고, n은 0내지 4이며(m 및/또는 n이 1이상일 경우, 치환체는 동일하거나 상이할 수 있다.) X, Y 및 Z는 동일하거나 상이하며, 질소원자 또는 라디칼 =CH 또는(단, 적어도 하나의 치환체 X, Y 및 Z가 질소일 경우, R2는 전술한 바와 같다)이고 R'는 히드록실, 알콕시, 할로겐, 디알킬아미노 또는 -O-SO2R"' 그룹이며, R"는 알킬 또는 임의로 치환된 아릴이고, R"'는 임의로 치환된 알킬, 임의로 치환된 아릴 또는 디 알킬아미노이다.Wherein R is hydrogen or alkyl, R 1 is halogen, hydroxyl, optionally substituted alkyl, optionally substituted alkoxy, optionally substituted phenoxy, -S (O) P -alkyl radical optionally substituted at alkyl site, Nitro, optionally substituted amino or fused carbocycle or heterocycle radical, P is 0, 1 or 2, R 2 is halogen or optionally substituted alkyl, or alkoxy, alkylmercapto, nitro, cyano, carbo A voxamide or fused carbocycle radical, m is 0 to 5, n is 0 to 4 (if m and / or n is at least 1, the substituents may be the same or different). X, Y and Z Is the same or different and is a nitrogen atom or radical = CH or (Wherein at least one substituent X, Y and Z is nitrogen, R 2 is as described above) and R 'is hydroxyl, alkoxy, halogen, dialkylamino or -O-SO 2 R "' group. , R ″ is alkyl or optionally substituted aryl, and R ″ 'is optionally substituted alkyl, optionally substituted aryl or di alkylamino. 제1항에 있어서, R이 소수 또는 C1-C4알킬이고, R1이 할로겐, 히드록실, C1-C4알킬, 1 또는 2개의 탄소원자 및 1 내지 5개의 동일하거나 상이한 할로겐 원자를 함유하는 할로게노알킬, C₁-C6알콕시, 1 또는 2개의 탄소원자 및 1 내지 5개의 동일하거나 상이한 할로겐 원자를 함유하는 할로게노알콕시, 알킬 부위당 탄소 1내지 4개를 함유하는 알콕시알콕시, 알킬 부위당 탄소 1 내지 4개를 함유하는 알킬티오알콕시, 알킬 부위에 탄소 1 내지 4개 및 아릴부위에 탄소 6 내지 10개를 함유하는 아릴옥시알콕시, 임의로 동일하거나 상이한 치환체로 단일치환 내지 다치환된 펜옥시, C₁-C6알킬티오, 탄소 1 또는 2개 및 동일하거나 상이한 할로겐 원자 1내지 5개를 함유하는 할로게노알킬디오, 알킬 부위당탄소수 1내지 4개를 함유하는 알콕시알킬티오, 알킬 부위당 탄소수1 내지 4개를 함유하는 알킬티오알킬티오, C₁-C6알킬설피닐, 탄소수 1 또는 2개 및 동일하거나 상이한 할로겐원자 1내지 5개를 함유하는 할로게노알킬설피닐, 알킬 부위당 탄소수 1내지 4개를 함유하는 알킬티오알킬설피닐 또는 알콕시알킬설피닐, C₁-C6알킬설포닐, 탄소수 1 내지 2개 및 동일하거나 상이한 할로겐 원자 1내지 5개를 함유하는 할로게노알킬설포닐, 알킬 부위당 탄소수 1 내지 4개를 함유하는 알킬티오알킬설포닐 또는 알콕시알킬설포닐, 니트로, 아미노, 알킬 부위당 탄소수 1 내지 4개를 함유하는 모노-또는 디알킬아미노, C₁-C₄아실아미노 또는 산소, 황 및 질소중에서 하나의 원자 또는 하나이상의 동일하거나 상이한 원자로 차단될 수 있는 융합된 5원 또는 6원 카르보사이클 환이며, R2가 할로겐, C₁-C₄알킬, 탄소 1 또는 2개 및 동일하거나 상이한 할로겐 원자 1내지 5개를 함유하는 할로게노알킬, 알킬 부위당 탄소 1 내지 4개를 함유하는 알킬티오알킬 또는 알콕시알킬, C₁-C₄알콕시, C₁-C₄알킬티오, 니트로, 시아노, 카르복스아미드 또는 융합된 카르보사이클 환이고, m은 0내지 3이며,n은 0 내지 3이고, X, Y 및 Z는 동일하거나 상이하며 질소원자 또는 라디칼 =CH- 또는(단, 적어도 하나의 라디칼 X, Y 및 Z가 질소원자인 경우 R2는 전술한 바와 같다)인 일반식(I)의 화합물의 제조방법.The compound of claim 1, wherein R is a minor or C 1 -C 4 alkyl, and R 1 is halogen, hydroxyl, C 1 -C 4 alkyl, 1 or 2 carbon atoms and 1 to 5 identical or different halogen atoms Containing halogenoalkyl, C₁-C 6 alkoxy, halogenoalkoxy containing 1 or 2 carbon atoms and 1 to 5 identical or different halogen atoms, alkoxyalkoxy containing 1 to 4 carbons per alkyl moiety, alkyl Alkylthioalkoxy containing 1 to 4 carbons per site, aryloxyalkoxy containing 1 to 4 carbons at the alkyl site and 6 to 10 carbons at the aryl site, optionally mono- or polysubstituted with the same or different substituents Phenoxy, C₁-C 6 alkylthio, halogenoalkyldiodes containing 1 or 2 carbons and the same or different halogen atoms, alkoxyalkylthio containing 1 to 4 carbon atoms per alkyl moiety, alkyl moiety Party Alkylthioalkylthio containing 1 to 4 carbon atoms, CC-C 6 alkylsulfinyl, halogenoalkylsulfinyl containing 1 to 5 carbon atoms and the same or different halogen atoms, 1 carbon atom per alkyl site Alkylthioalkylsulfinyl or alkoxyalkylsulfinyl containing 4 to 4, C₁-C 6 alkylsulfonyl, halogenoalkylsulfonyl containing 1 to 5 carbon atoms and the same or different halogen atoms, alkyl Alkylthioalkylsulfonyl or alkoxyalkylsulfonyl containing 1 to 4 carbon atoms per site, nitro, amino, mono- or dialkylamino, C 내지 -C 4acylamino or oxygen containing 1 to 4 carbon atoms per alkyl site , A fused 5- or 6-membered carbocycle ring which may be interrupted by one atom or one or more of the same or different atoms in sulfur and nitrogen, R 2 is halogen, C₁-C₄alkyl, 1 or 2 carbons, and Halogenoalkyl containing 1 to 5 halogen atoms, identical or different, alkylthioalkyl or alkoxyalkyl containing 1 to 4 carbons per alkyl moiety, C₁-C₄alkoxy, C₁-C₄alkylthio, nitro, cyano, Carboxamide or fused carbocycle ring, m is 0 to 3, n is 0 to 3, X, Y and Z are the same or different and nitrogen atom or radical = CH- or (However, when at least one radical X, Y and Z is a nitrogen atom, R 2 is as described above) A method for producing a compound of formula (I). 제1항에 있어서, R이 수소, 메틸 또는 에틸이고, R1이 불소, 염소, 브롬, 메틸, 에틸, n-프로필, 이소프로필, 트리플루오로메틸, 디클로로플루오로메틸, 메톡시, 에톡시, n-프로폭시, 이소프로폭시, 트리플루오로메톡시, 디클로로플루오로메톡시, 메틸티오메톡시, 메틸티오에톡시, 1-메틸티오-에톡시, 2-에틸티오-에톡시, 펜옥시메톡시, 펜옥시, 메틸티오, 에틸티오, 트리플루오로메틸티오, 디클로로플루오로 메틸티오, 메톡시메틸티오, 에톡시메틸티오, 메틸티오메틸티오, 메틸설피닐, 에틸설피닐, 메틸설포닐, 니트로, 시아노, 아미노, 메틸아미노, 에틸아미노, 디메틸아미노, 디에틸아미노, 아세트아미노, 산소원자 1 또는 2개를 함유하는 불소로 임의 단일치환 또는 다치환된 융합된 5원 또는 6원 헤테로사이클 구조 또는 융합된 벤겐환이며, R2가 불소, 염소, 브롬, 메틸, 에틸, n-프로필, 이소프로필, 3급-부틸, 트리플루오로메틸, 디클로로플루오로메틸, 메톡시메틸, 에톡시메틸, 메틸티오메틸, 메톡시, 에톡시, n-프로폭시, 이소프로폭시, 메틸티오, 에틸티오, 니트로, 시아노, 카르복스아미드 또는 융합된 벤젠환이고, m은 0 내지 3이며, n은 0내지 3이고(m 및/또는 n이 1이상일 경우, 치환체는 동일하거나 상이할 수 있다.) X, Y 및 Z는 동일하거나 상이하며 질소원자 또는 라디칼 =CH- 또는(단, 적어도 하나의 라디칼이 X, Y 및 Z가 질소원자인 경우, R2는 전술한 바와 같다.)인 일반식(I)의 화합물의 제조방법.The compound of claim 1, wherein R is hydrogen, methyl or ethyl, and R 1 is fluorine, chlorine, bromine, methyl, ethyl, n-propyl, isopropyl, trifluoromethyl, dichlorofluoromethyl, methoxy, ethoxy , n-propoxy, isopropoxy, trifluoromethoxy, dichlorofluoromethoxy, methylthiomethoxy, methylthioethoxy, 1-methylthio-ethoxy, 2-ethylthio-ethoxy, phenoxymethoxy , Phenoxy, methylthio, ethylthio, trifluoromethylthio, dichlorofluoro methylthio, methoxymethylthio, ethoxymethylthio, methylthiomethylthio, methylsulfinyl, ethylsulfinyl, methylsulfonyl, nitro , Fused 5- or 6-membered heterocycle structure optionally substituted with mono or polysubstituted cyano, amino, methylamino, ethylamino, dimethylamino, diethylamino, acetamino, fluorine containing 1 or 2 oxygen atoms or a fused ben genhwan, R 2 is fluorine, salt , Bromine, methyl, ethyl, n-propyl, isopropyl, tert-butyl, trifluoromethyl, dichlorofluoromethyl, methoxymethyl, ethoxymethyl, methylthiomethyl, methoxy, ethoxy, n-pro Foxy, isopropoxy, methylthio, ethylthio, nitro, cyano, carboxamide or fused benzene ring, m is 0 to 3, n is 0 to 3 (m and / or n is 1 or more) , Substituents may be the same or different.) X, Y and Z are the same or different and the nitrogen atom or radical = CH- or (However, when at least one radical is X, Y and Z is a nitrogen atom, R 2 is as described above.) A method for producing a compound of formula (I). ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.※ Note: The disclosure is based on the initial application.
KR1019850003517A 1984-05-23 1985-05-22 Method for preparing 1-heteroaryl-4-aryl-pyrazolin-5-one KR850008169A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DEP3419127.5 1984-05-23
DE19843419127 DE3419127A1 (en) 1984-05-23 1984-05-23 1-Heteroaryl-4-aryl-pyrazolin-5-ones

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KR850008169A true KR850008169A (en) 1985-12-13

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3430511A1 (en) * 1984-08-18 1986-02-27 Bayer Ag, 5090 Leverkusen WASHABLE, ANTIMICROBIALLY EFFECTIVE FIBERS AND THREADS AND THEIR PRODUCTION
DE3443308A1 (en) * 1984-11-28 1986-05-28 Bayer Ag, 5090 Leverkusen 1-HETEROARYL-4-ARYL-PYRAZOLIN-5-ONE FOR USE AS A MEDICINAL PRODUCT
DE3527157A1 (en) 1985-07-30 1987-02-12 Bayer Ag 1-HETEROARYL-4-ARYL-PYRAZOLE DERIVATIVES
DE3718526A1 (en) * 1987-06-03 1988-12-22 Basf Ag SUBSTITUTED 5-AMINO-1- (PYRIMIDIN-2-YL) -1H-PYRAZOLE
AU2004240717A1 (en) * 2003-05-20 2004-12-02 Basf Aktiengesellschaft 2-substituted pyrimidines

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