KR840005113A - 1-[2-(2,4-디클로로페닐)-펜틸]-1h-1,2,4-트리아졸 및 히드라존 또는 히드라진 유도체의 제조방법 - Google Patents

1-[2-(2,4-디클로로페닐)-펜틸]-1h-1,2,4-트리아졸 및 히드라존 또는 히드라진 유도체의 제조방법 Download PDF

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KR840005113A
KR840005113A KR1019830002730A KR830002730A KR840005113A KR 840005113 A KR840005113 A KR 840005113A KR 1019830002730 A KR1019830002730 A KR 1019830002730A KR 830002730 A KR830002730 A KR 830002730A KR 840005113 A KR840005113 A KR 840005113A
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dichlorophenyl
general formula
hydrogen
compound
pentyl
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KR1019830002730A
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KR910000402B1 (ko
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위르크 베터 한스
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아놀드 자일러
시바-가이기 에이. 지.
에른스트 알테르
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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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C243/00—Compounds containing chains of nitrogen atoms singly-bound to each other, e.g. hydrazines, triazanes
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C251/00—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton
    • C07C251/72—Hydrazones
    • 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)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Plural Heterocyclic Compounds (AREA)

Abstract

내용 없음

Description

1-(2-(2,4-디클로로페닐)-펜틸_-1H-1,2,4-트리아졸 및 히드라존 또는 히드라진 유도체의 제조방법.
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (10)

  1. 2-(2,4-디클로로페닐)-발레로니트릴을 수소, 산 및 수소참가 반응 촉매의 존재하에 다음 일반식(Ⅱ)의 화합물과 반응시켜 다음 일반식(Ⅲ)의 화합물을 산출하고 이것을 촉매에 의한 수소첨가를 하여 다음 일반식(Ⅳ)의 화합물을 산출한 후, a) 일반식(Ⅳ)의 화합물(R은 수소가 아님)을 가수분해하고, 일반식(Ⅳ)의 화합물(R=H또는 이것의 염)을 유기 또는 무기산, 포름아미드 또는 (3-(디메틸아미노)-2-아자프로프-2-엔-1-일리덴)-디메틸암모늄 클로라이드와 반응시키거나 또는 b)일반식(Ⅳ)의 화합물(R은 -COR1임)을 포름산 수용액과 반응시켜 N,N′-비스포르밀 유도체로 전환시키고, 이것을 포름아미드와 선택적으로 NH3의 존재 또는 NH3를 방출하는 물질의 존재하에 반응시켜서 다음 일반식(I)의 1-(2-(2,4-디클로로페닐)-펜틸]-1-1,2,4-트리아졸을 제조하는방법.
    상기식중, R은 수소, -CHO, -COR′, -COOR′ 또는 -CONH2이며, 여기서 R′는 탄소수 1-4인 알킬, 벤질 또는 페닐기임.
  2. 제1항에 있어서, R이 수소, -CHO, -COR′또는 -COOR′(여기서 R′는 메틸 또는 에틸임)인 일반식(Ⅱ)의 화합물을 이용하는 제조방법.
  3. 제1항에 있어서, R이 -COR″(여기서 R″는 수소, 메틸 또는 에틸기임)인 일반식(Ⅲ)의 화합물을 이용하는 제조방법.
  4. 제1항에 있어서, 2-(2,4-디클로로페닐)-발레로니트릴과 일반식(Ⅱ)의 히드라진의 반응이 유기매체 또는 수용성 유기매체에서 수행되는 제조방법.
  5. 제1항에 있어서, 2-(2,4-디클로로페닐)-발레로니트릴과 일반식(Ⅱ)의 히드라진의 반응이 탄소수 1-4인 알칸올 또는 이것과 물과의 혼합물에서 수행되는 제조방법.
  6. 제1항에 있어서, 2-(2,4-디클로로페닐)-발레로니트릴과 일반식(Ⅱ)의 히드라진의 반응에 수소첨가 반응 촉매로서 라니(Raney)니켈 또는 로디움(rhodium)을 담체와 함께 사용하는 제조방법.
  7. 제1항에 있어서, 2-(2,4-디클로로페닐)-발레로니트릴과 일반식(Ⅱ)의 히드라진의 반응이 탄소수 1-4인 지방족 단일카르본산의 존재하에 수행되는 제조방법.
  8. 제1항에 있어서, 일반식(Ⅲ)의 히드라존을 수소참가하여 일반식(Ⅳ)의 히드라진으로 전환시키는 반응이 유기용매, 특히 초산, 메탄올, 에탄올, 이소프로판올, sec-부탄올, tert-부탄올 또는 이들 알콜류와 에틸아세테이트의 화합물등의 존재하에 수행되는 제조방법.
  9. 제1항에 있어서, 일반식(Ⅲ)의 히드라존을 수소첨가하여 일반식(Ⅳ)의 히드라진으로 전환시키는 반응촉매가 라니니켈, 로디움 또는 백금 촉매인 제조방법.
  10. 제1항에 있어서 2-(2,4-디클로로페닐)-발레로니트릴을 초산 및 수소첨가 반응촉매의 존재하에 다음 일반식(Ⅱa)의 아실히드라진과 반응시켜 다음 일반식(Ⅲa)의 2-(2,4-디클로로페닐)-펜틸리덴)-2-아실히드라진을 형성하고, 이것을 수소 첨가하여 다음 일반식(Ⅳa)의 1-(2-(2,4-디클로로페닐)-펜틸)-2-아실히드라진을 산출하고, 다시 이것을 포름산과 반응시켜 1-(2-(2,4-디클로로페닐)-펜틸)-1,2-디포르밀히드라진으로 전환시키고, 또 다시 이것을 120-180℃에서 포름아미드와 반응시켜 1-(2-(2,4-디클로로페닐)-펜틸)-1H-1,2,4-트리아졸로 전환시키는 제조방법.
    상기식중, R″는 수소, 메틸 또는 에틸기임.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019830002730A 1982-06-18 1983-06-18 1-[2-(2,4-디클로로페닐)-펜틸]-1h-1,2,4-트리아졸 및 히드라존 또는 히드라진 유도체의 제조방법 KR910000402B1 (ko)

Applications Claiming Priority (3)

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CH377382 1982-06-18
CH3773/82-1 1982-06-18
CH3773 1982-06-18

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KR910000402B1 KR910000402B1 (ko) 1991-01-25

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US (1) US4556717A (ko)
EP (1) EP0097617B1 (ko)
JP (2) JPS597153A (ko)
KR (1) KR910000402B1 (ko)
AT (1) ATE17723T1 (ko)
BR (1) BR8303221A (ko)
DE (1) DE3362000D1 (ko)
IL (1) IL69009A (ko)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR100327818B1 (ko) * 1999-04-16 2002-03-09 윤재승 플루코나졸의 제조방법

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4772714A (en) * 1985-07-08 1988-09-20 Agency Of Industrial Science & Technology Process for the preparation of α-aryl and α-heteroaryl ketones
AU2959397A (en) * 1996-05-31 1998-01-05 Novartis Ag Process for the preparation of hydrazine derivatives useful as intermediates for the preparation of peptide analogues
KR100341688B1 (ko) * 1999-04-16 2002-06-24 윤재승 플루코나졸의 제조방법
EP1751104B1 (en) * 2004-01-28 2010-03-24 ratiopharm GmbH Synthesis methods and intermediates for the manufacture of rizatriptan

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DE1098950B (de) * 1956-08-23 1961-02-09 Lakeside Lab Inc Verfahren zur Herstellung von als Aminooxydase-Inhibitoren wirksamen Hydrazinverbindungen
US2885399A (en) * 1957-03-04 1959-05-05 Univ Ohio State Res Found Hydrazinium hexafluorophosphate salts
US2909567A (en) * 1957-10-29 1959-10-20 Grace W R & Co Acyclic hydrazinium salts
US3359316A (en) * 1958-02-24 1967-12-19 Colgate Palmolive Co Nu-nitroso-nu-phenylalkyl-amines
US3197501A (en) * 1958-07-30 1965-07-27 Colgate Palmolive Co Methane sulfonate derivatives of aralkyl hydrazines
US3213138A (en) * 1958-12-18 1965-10-19 Colgate Palmolive Co N, n-disubstituted-n'-phenylalkyl hydrazines
DE1213834B (de) * 1959-11-05 1966-04-07 Warner Lambert Pharmaceutical Verfahren zur Herstellung von Carbazinsaeurederivaten
US3197474A (en) * 1960-02-03 1965-07-27 Colgate Palmolive Co Arylaminoalkyl hydrazines and aralkylaminoalkyl hydrazines
AU515134B2 (en) * 1976-08-10 1981-03-19 Janssen Pharmaceutica N.V. 1-(2-aryl-2-r-ethyl)-1h-1,2,4-triazoles

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR100327818B1 (ko) * 1999-04-16 2002-03-09 윤재승 플루코나졸의 제조방법

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ATE17723T1 (de) 1986-02-15
DE3362000D1 (en) 1986-03-13
IL69009A0 (en) 1983-10-31
JPS597153A (ja) 1984-01-14
JPH0541628B2 (ko) 1993-06-24
IL69009A (en) 1986-12-31
EP0097617A1 (de) 1984-01-04
KR910000402B1 (ko) 1991-01-25
JPH03115255A (ja) 1991-05-16
BR8303221A (pt) 1984-01-31
JPH0361664B2 (ko) 1991-09-20
EP0097617B1 (de) 1986-01-29
US4556717A (en) 1985-12-03

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