KR830009060A - 살균제의 제조방법 - Google Patents
살균제의 제조방법 Download PDFInfo
- Publication number
- KR830009060A KR830009060A KR1019820001021A KR820001021A KR830009060A KR 830009060 A KR830009060 A KR 830009060A KR 1019820001021 A KR1019820001021 A KR 1019820001021A KR 820001021 A KR820001021 A KR 820001021A KR 830009060 A KR830009060 A KR 830009060A
- Authority
- KR
- South Korea
- Prior art keywords
- formula
- alkyl
- phenyl
- compound
- naphthyl
- Prior art date
Links
- 238000004519 manufacturing process Methods 0.000 title abstract 2
- 230000000855 fungicidal effect Effects 0.000 title 1
- 239000000417 fungicide Substances 0.000 title 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract 12
- -1 C1 -C10 alkyl Chemical group 0.000 claims abstract 10
- 125000000217 alkyl group Chemical group 0.000 claims abstract 9
- 150000001875 compounds Chemical class 0.000 claims abstract 7
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims abstract 3
- 125000004093 cyano group Chemical group *C#N 0.000 claims abstract 3
- 229910052736 halogen Inorganic materials 0.000 claims abstract 3
- 150000002367 halogens Chemical group 0.000 claims abstract 3
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract 3
- 239000001257 hydrogen Substances 0.000 claims abstract 3
- 150000002431 hydrogen Chemical group 0.000 claims abstract 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract 2
- 239000012442 inert solvent Substances 0.000 claims abstract 2
- 150000004714 phosphonium salts Chemical class 0.000 claims abstract 2
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 claims 4
- 239000000155 melt Substances 0.000 claims 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 2
- 125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 claims 1
- 125000003349 3-pyridyl group Chemical group N1=C([H])C([*])=C([H])C([H])=C1[H] 0.000 claims 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- 239000004480 active ingredient Substances 0.000 claims 1
- 230000000844 anti-bacterial effect Effects 0.000 claims 1
- 239000000010 aprotic solvent Substances 0.000 claims 1
- 125000000319 biphenyl-4-yl group Chemical group [H]C1=C([H])C([H])=C([H])C([H])=C1C1=C([H])C([H])=C([*])C([H])=C1[H] 0.000 claims 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 1
- 244000000010 microbial pathogen Species 0.000 claims 1
- 239000002562 thickening agent Substances 0.000 claims 1
- 125000001544 thienyl group Chemical group 0.000 claims 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 2
- 238000000034 method Methods 0.000 abstract 2
- 125000006729 (C2-C5) alkenyl group Chemical group 0.000 abstract 1
- JOAHGSXJNUHALK-UHFFFAOYSA-N 1,2,4-triazol-1-ylmethylphosphonic acid Chemical compound OP(O)(=O)CN1C=NC=N1 JOAHGSXJNUHALK-UHFFFAOYSA-N 0.000 abstract 1
- PCEHODQNBILIAC-UHFFFAOYSA-N 1-(2-phenylethyl)-1,2,4-triazole Chemical compound C=1C=CC=CC=1CCN1C=NC=N1 PCEHODQNBILIAC-UHFFFAOYSA-N 0.000 abstract 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract 1
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 abstract 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 abstract 1
- 229910052794 bromium Inorganic materials 0.000 abstract 1
- 238000009903 catalytic hydrogenation reaction Methods 0.000 abstract 1
- 229910052801 chlorine Inorganic materials 0.000 abstract 1
- 239000000460 chlorine Substances 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/10—Heterocyclic 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
- C07D231/12—Heterocyclic 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 only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/56—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/6515—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having three nitrogen atoms as the only ring hetero atoms
- C07F9/6518—Five-membered rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Molecular Biology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Plural Heterocyclic Compounds (AREA)
- Cosmetics (AREA)
- Food Preservation Except Freezing, Refrigeration, And Drying (AREA)
- Catalysts (AREA)
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (3)
- (i) 다음 구조식(II)의 아릴케톤을 다음구조식(III)의 1H-아졸-1-일메틸 포스폰에이트 또는 다음 구조식(IV)의 포스포늄염과 강한 염기존재하 불활성 용매에서 반응시키거나 또는(ii) 농축제로 구조식(V)의 화합물로부터 물을 직접 제거시키거나 또는 통상 이탈그룹 A의 하나에 의해 유리하이드록실 그룹을 대치시킨 후 염기의 첨가로 구조식(VI)의 화합물로부터 수화된 이탈그룹을 제거시켜 구조식(V)의 화합물을 구조식(IV)의 화합물로 전환시키거나 또는(iii) 다음 구조식(VII)의 1-아릴-2,2-디클로로에텐 유도체를 용융물에서 150℃내지 350℃온도에서 만약 원한다면 압력하에 구조식(VIII)의 과량 아졸과 반응시키거나 또는(IV) 구조식(IX)의 화합물을 쌍극성 아프로틱 용매에서 만약 원한다면 염기의 존재하에 40˚내지 180℃온도에서 또는 용융물에서 150˚내지 350℃온도에서 만약원한다면 염기 존재하에 구조식(VIII)의 과량 아졸과 반응시켜 다음구조식(I)의 1-아릴-2-아졸일에탄 유도체를 제조하는 방법.상기구조식에서X는 -CH=또는 -N=, Ar는 페닐, 비페닐-4-일, α-나프틸, β-나프틸 또는 4-페녹시페닐 R1, R2와 R3는 서로 독립적인 것이며 수소, 할로겐, 시아노, 니트로, C1-C4알킬, C1-C4알콕시 또는 C1-C3할로알킬; Ar가 페닐일때 R4는 C4-C2-알켄일, C3-C8사이클로알킬-C1-C10알킬, 페닐, 2-피리딜, 3-피리딜, 4-피리딜-2-티엔일 또는 C3-C8사이클로알킬에 의해 치환된 C1-C10알킬, 페녹시, 벤질옥시, C1-C6알콕시, -C0-C1-C4알킬, 시아노 또는 페닐이고 각 페닐부분은 할로겐에 의해 치환되지 않거나 또는 치환된것, C1-C4알킬, 메톡시, 니트로 또는 트리플루오로메틸이고 Ar가 비페닐-4-일일때 R4는 α-나프틸, β-나프틸 또는 4-페녹시페닐이며 부가적으로 수소이다. R5는 서로 독립적으로 페닐 또는 C1-C4알킬이고 X는 -CH=또는-N=R6는 서로 독립적으로 페닐 또는 C1-C4알킬이다.
- 적합한 담체와 함께 제1항에 따른 구조식(I)의 신규 1-아릴-2-아졸일에텐 유도체의 효과적양을 활성성분으로 하여 구성되는 병원성 미생물의 조절 또는 공격을 방지하기 위한 살균조성물.
- 제2항에 있어서, 구조식(I)의 화합물은 활성성분으로 하는 조성물.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH1623 | 1981-03-10 | ||
| CH162381 | 1981-03-10 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| KR830009060A true KR830009060A (ko) | 1983-12-17 |
Family
ID=4214771
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1019820001021A KR830009060A (ko) | 1981-03-10 | 1982-03-10 | 살균제의 제조방법 |
Country Status (8)
| Country | Link |
|---|---|
| EP (1) | EP0063099B1 (ko) |
| JP (2) | JPS57181061A (ko) |
| KR (1) | KR830009060A (ko) |
| AT (1) | ATE16702T1 (ko) |
| DE (1) | DE3267642D1 (ko) |
| HU (3) | HU190791B (ko) |
| IL (1) | IL65192A (ko) |
| ZA (1) | ZA821540B (ko) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5998073A (ja) * | 1982-11-02 | 1984-06-06 | フアイザ−・コ−ポレ−シヨン | トリアゾ−ル系抗真菌剤 |
| DE3484023D1 (de) * | 1983-03-03 | 1991-03-07 | Basf Ag | Azolylmethylcycloalkane, verfahren zu ihrer herstellung und ihre verwendung als arzneimittel. |
| DE3327036A1 (de) * | 1983-07-27 | 1985-02-07 | Bayer Ag, 5090 Leverkusen | 3-(1,2,4-triazol-1-yl)-l-propene |
| DE3470881D1 (de) * | 1983-12-20 | 1988-06-09 | Ciba Geigy Ag | Microbizides |
| CA1321588C (en) * | 1986-07-02 | 1993-08-24 | Katherine Eleanor Flynn | Alpha-aryl-alpha-phenylethyl-1h-1,2,4-triazole-1- propanenitriles |
| US5087635A (en) * | 1986-07-02 | 1992-02-11 | Rohm And Haas Company | Alpha-aryl-alpha-phenylethyl-1H-1,2,4-triazole-1-propanenitriles |
| CN1055609C (zh) * | 1994-09-22 | 2000-08-23 | 江苏省农药研究所 | 农用杀菌剂腈菌唑的制备方法 |
| TR199902411A2 (xx) | 1998-11-02 | 2000-06-21 | Lincoln Global, Inc. | Do�ru ak�m kaynak makinas� i�in ��k�� bobini ve kullanma y�ntemi |
| CN101538250B (zh) * | 2009-04-09 | 2012-03-07 | 湖北仙隆化工股份有限公司 | 腈菌唑原药的制备方法 |
| DE102013012498A1 (de) | 2013-07-26 | 2015-01-29 | Skw Stickstoffwerke Piesteritz Gmbh | Verwendung von einfachen 1,2,4-Triazol-Derivaten als Mittel zur Verbesserung der Trockenstresstoleranz |
| CN109833916B (zh) * | 2019-03-22 | 2021-08-27 | 江苏禾本生化有限公司 | 一种用于丙环唑环合反应的复合催化剂及其制备方法 |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU515134B2 (en) * | 1976-08-10 | 1981-03-19 | Janssen Pharmaceutica N.V. | 1-(2-aryl-2-r-ethyl)-1h-1,2,4-triazoles |
| DE2833194A1 (de) * | 1978-07-28 | 1980-02-14 | Basf Ag | Triazolderivate |
| GR78234B (ko) * | 1981-03-10 | 1984-09-26 | Ciba Geigy Ag |
-
1982
- 1982-03-04 EP EP82810098A patent/EP0063099B1/de not_active Expired
- 1982-03-04 AT AT82810098T patent/ATE16702T1/de not_active IP Right Cessation
- 1982-03-04 DE DE8282810098T patent/DE3267642D1/de not_active Expired
- 1982-03-08 IL IL65192A patent/IL65192A/xx unknown
- 1982-03-09 ZA ZA821540A patent/ZA821540B/xx unknown
- 1982-03-09 HU HU82728A patent/HU190791B/hu unknown
- 1982-03-09 HU HU8645A patent/HU197583B/hu unknown
- 1982-03-09 HU HU8646A patent/HU197582B/hu unknown
- 1982-03-10 JP JP57037869A patent/JPS57181061A/ja active Pending
- 1982-03-10 KR KR1019820001021A patent/KR830009060A/ko unknown
- 1982-03-10 JP JP57037868A patent/JPS57165374A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| EP0063099A2 (de) | 1982-10-20 |
| EP0063099B1 (de) | 1985-11-27 |
| HU197582B (en) | 1989-04-28 |
| JPS57181061A (en) | 1982-11-08 |
| HU197583B (en) | 1989-04-28 |
| DE3267642D1 (en) | 1986-01-09 |
| ATE16702T1 (de) | 1985-12-15 |
| JPS57165374A (en) | 1982-10-12 |
| HU190791B (en) | 1986-11-28 |
| ZA821540B (en) | 1983-01-26 |
| EP0063099A3 (en) | 1983-01-19 |
| IL65192A (en) | 1985-07-31 |
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