KR850001734A - 트리아졸 유도체의 제조방법 - Google Patents

트리아졸 유도체의 제조방법 Download PDF

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Publication number
KR850001734A
KR850001734A KR1019840004798A KR840004798A KR850001734A KR 850001734 A KR850001734 A KR 850001734A KR 1019840004798 A KR1019840004798 A KR 1019840004798A KR 840004798 A KR840004798 A KR 840004798A KR 850001734 A KR850001734 A KR 850001734A
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KR
South Korea
Prior art keywords
formula
compound
ncf
difluorophenyl
chlorophenyl
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KR1019840004798A
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English (en)
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KR870001380B1 (ko
Inventor
리차드슨(외 1) 케네드
Original Assignee
윌리엄 존 윌슨
화이자 코포레이숀
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Priority claimed from GB838321527A external-priority patent/GB8321527D0/en
Priority claimed from GB848403279A external-priority patent/GB8403279D0/en
Application filed by 윌리엄 존 윌슨, 화이자 코포레이숀 filed Critical 윌리엄 존 윌슨
Publication of KR850001734A publication Critical patent/KR850001734A/ko
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Publication of KR870001380B1 publication Critical patent/KR870001380B1/ko

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    • 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
    • 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
    • A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
    • A01N43/647—Triazoles; Hydrogenated triazoles
    • A01N43/653—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
    • 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

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

Abstract

내용없음

Description

트리아졸 유도체의 제조방법.
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (9)

  1. 일반식(Ⅱ)의 화합물을 일반식 CF3(CF2)n의 음이온과 반응시켜 R1이(CF2)nCF3인 일반식(Ⅰ)의 화합물을 생성시키고, 임의로는 (a)R1이 -CH(OH) (CF2)nCF3인 일반식(Ⅰ)의 화합물을 제조하기 위해 R1이(CF2)nCF3인 일반식(Ⅰ)의 화합물을 환원시키는 공정, (b)R1이 -C(OH)(R2)(CF2)nCF3인 일반식(Ⅰ)의 화합물을 제조하기 위해 R1이(CF2)nCF3인 일반식(Ⅰ)의 화합물을 일반식 R2ㆍX(R2는 C1-C4알킬임)의 화합물과 반응시키는 공정, (c) 일반식(Ⅰ)의 화합물을 약리학적 또는 농화학적으로 허용가능한 염으로 전환시키는 공정중의 하나 또는 그 이상을 실시함을 특징으로 하는 일반식(Ⅰ)의 화합물 또는 약리학적 또는 농화학적으로 허용가능한 그의 염을 제조하는 방법.
    상기식(Ⅰ)에서 R은 불소, 염소, 브롬, 요오드, 트리플루오로메틸, C1-C4알킬 및 C1-C4알콕시로부터 각각 독립적으로 선택된 1 내지 3개의 치환체로 임의 치환된 페닐그룹, 또는 5-클로로피리드-2-일 그룹이고, R1은(CF2)nCF3이며, n은 0,1,2 또는 3이고, R2는 수소 또는 C1-C|4알킬이며, Q는 이탈기이고, X는 MgBr, MgI 또는 Li이다.
  2. 제1항에 있어서, Q는 C1-C4알콕시이고, 음이온은 CF3(CF2)nMgBr, CF3(CF2)nMgI 또는 그의 혼합물을 사용하여 공급됨을 특징으로 하는 방법.
  3. 제2항에 있어서, R1이 -CO(CF2)nCF3(여기서 n은 1 또는 2이다)인 일반식(Ⅰ)의 화합물을 제조하는 방법.
  4. 제2항에 있어서, 공정(a)를 실시하여 R1이 -CH(OH)(CF2)nCF3인 일반식(Ⅰ)의 화합물을 제조하며, 이때 n이 1 또는 2이며 환원제로서 나트륨 보로하이드라이드를 사용함을 특징으로 하는 방법.
  5. 제2항에 있어서, 공정(b)를 실시하여 R1이 -C(OH)(R2)(CF2)nCF3(n은 1 또는 2)인 일반식(Ⅰ)의 화합물을 제조하며, 이때 R2가 메틸 또는 에틸이며 X는 MgBr임을 특징으로 하는 방법.
  6. 제1항 내지 제5항중 어느 하나에 있어서, R이 불소, 염소, 브롬, 요오드 및 트리플루오로메틸로부터 각각 독립적으로 선택된 1 내지 3개의 치환체로 치환된 페닐 그룹임을 특징으로 하는 방법.
  7. 제6항에 있어서, R이 4-플루오로페닐, 4-클로로페닐, 4-트리플루오로메틸, 2-페닐플루오로페닐, 2,4-디클로로페닐, 2,4-디플루오로페닐, 2-플루오로-4-클로로페닐, 2,5-디플루오로페닐, 2,4,6-트리플루오로페닐 또는 4-브로모-2,5-디플루오로페닐임을 특징으로 하는 방법.
  8. 제7항에 있어서, R이 4-클로로페닐, 4-플루오로페닐, 2,4-디클로로페닐, 또는 2,4-디플루오로페닐임을 특징으로 하는 방법.
  9. 제1항에 있어서, 펜타플루오로에틸 요오다이드와 메틸마그네슘 브로마이드의 혼합물을 1-에톡시카보닐-1-(2,4-디플루오로페닐)-2-(1H-1,2,4-트리아졸-1-일)-에탄올과 반응시키고 이 반응 생성물을 메틸마그네슘 브로마이드와 반응시켜 2-(2,4-디플루오페닐)-3-메틸-4,4,5,5,5-펜타플루오로-1-(1H-1,2,4-트리아졸-1-일)펜탄-2,3-디올을 제조함을을 특징으로 하는 방법.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019840004798A 1983-08-10 1984-08-10 트리아졸 유도체의 제조방법 KR870001380B1 (ko)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
GB8321527 1983-08-10
GB838321527A GB8321527D0 (en) 1983-08-10 1983-08-10 Triazole antifungal agents
GB8403279 1984-02-08
GB848403279A GB8403279D0 (en) 1984-02-08 1984-02-08 Triazole antifungal agents

Publications (2)

Publication Number Publication Date
KR850001734A true KR850001734A (ko) 1985-04-01
KR870001380B1 KR870001380B1 (ko) 1987-07-24

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US (1) US4584307A (ko)
EP (1) EP0133805B1 (ko)
KR (1) KR870001380B1 (ko)
AU (1) AU548109B2 (ko)
CA (1) CA1249828A (ko)
DD (1) DD224589A5 (ko)
DE (1) DE3474141D1 (ko)
DK (1) DK161455C (ko)
ES (2) ES534951A0 (ko)
FI (1) FI83777C (ko)
GR (1) GR80051B (ko)
HU (1) HU190877B (ko)
IE (1) IE57692B1 (ko)
IL (1) IL72615A (ko)
NO (1) NO843198L (ko)
NZ (1) NZ209144A (ko)
PH (1) PH19555A (ko)
PL (1) PL138491B1 (ko)
PT (1) PT79032A (ko)
YU (1) YU139184A (ko)

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PT1647551E (pt) * 2003-07-18 2011-07-01 Kaneka Corp Derivado de halogenohidrina opticamente activo e processo para a produção do seu derivado de álcool epoxídico opticamente activo
CN104557746B (zh) * 2015-01-19 2016-09-07 苏州信恩医药科技有限公司 一种艾氟康唑中间体的合成方法
JP7202508B2 (ja) 2020-03-10 2023-01-11 株式会社クレハ １－クロロ－３－（４－クロロフェノキシ）ベンゼンの製造方法

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2242454A1 (de) * 1972-08-29 1974-03-07 Bayer Ag 1-aethyl-imidazole, verfahren zu ihrer herstellung sowie ihre verwendung als arzneimittel
DE2335020C3 (de) * 1973-07-10 1981-10-08 Bayer Ag, 5090 Leverkusen 1-(1,2,4-Triazol-1-yl)-2-phenoxy-4,4-dimethyl-pentan-3-on-Derivate, Verfahren zu ihrer Herstellung und ihre Verwendung als Fungizide
DE2347057A1 (de) * 1973-09-19 1975-04-03 Bayer Ag Antimikrobielle mittel
DE2350121A1 (de) * 1973-10-05 1975-04-10 Bayer Ag Antimikrobielle mittel
GB2104065B (en) * 1981-06-04 1985-11-06 Ciba Geigy Ag Heterocyclyl-substituted mandelic acid compounds and mandelonitriles and their use for combating microorganisms
EP0099165A1 (en) * 1982-03-23 1984-01-25 Imperial Chemical Industries Plc Triazole and imidazole compounds, process for their preparation and their use as fungicides and plant growth regulators, and intermediates for their synthesis
US4616027A (en) * 1982-08-14 1986-10-07 Pfizer Inc. Antifungal 1-aryl-1-fluoroalkyl-2-(1H-1,2,4-triazol-1-yl)ethanols
PH19709A (en) * 1982-11-23 1986-06-16 Ciba Geigy Ag Microbicidal 1-carbonyl-1-phenoxyphenyl-2-azolylethanol derivatives
GB8301678D0 (en) * 1983-01-21 1983-02-23 Ici Plc Heterocyclic compounds
EP0117578A3 (en) * 1983-02-23 1985-01-30 Shionogi & Co., Ltd. Azole-substituted alcohol derivatives

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PH19555A (en) 1986-05-21
DK383184D0 (da) 1984-08-09
AU548109B2 (en) 1985-11-21
DD224589A5 (de) 1985-07-10
IL72615A0 (en) 1984-11-30
EP0133805B1 (en) 1988-09-21
US4584307A (en) 1986-04-22
PL138491B1 (en) 1986-09-30
PL249122A1 (en) 1985-04-24
DK383184A (da) 1985-02-11
YU139184A (en) 1986-06-30
CA1249828A (en) 1989-02-07
EP0133805A2 (en) 1985-03-06
ES8601158A1 (es) 1985-11-01
FI83777B (fi) 1991-05-15
KR870001380B1 (ko) 1987-07-24
PT79032A (en) 1984-09-01
GR80051B (en) 1984-12-10
IL72615A (en) 1988-02-29
FI843126A (fi) 1985-02-11
HU190877B (en) 1986-11-28
HUT34735A (en) 1985-04-28
DK161455B (da) 1991-07-08
NZ209144A (en) 1986-10-08
IE57692B1 (en) 1993-03-10
AU3174684A (en) 1985-02-14
ES543136A0 (es) 1986-10-16
FI843126A0 (fi) 1984-08-08
DE3474141D1 (en) 1988-10-27
IE842046L (en) 1985-02-10
NO843198L (no) 1985-02-11
DK161455C (da) 1991-12-16
ES8700244A1 (es) 1986-10-16
EP0133805A3 (en) 1986-03-12
FI83777C (fi) 1991-08-26
ES534951A0 (es) 1985-11-01

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