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KR950032133A - 1-(헤트)아릴-3-히드록시피라졸의 제조 방법 - Google Patents

1-(헤트)아릴-3-히드록시피라졸의 제조 방법 Download PDF

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Publication number
KR950032133A
KR950032133A KR1019950010717A KR19950010717A KR950032133A KR 950032133 A KR950032133 A KR 950032133A KR 1019950010717 A KR1019950010717 A KR 1019950010717A KR 19950010717 A KR19950010717 A KR 19950010717A KR 950032133 A KR950032133 A KR 950032133A
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South Korea
Prior art keywords
formula
iii
process according
het
base
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KR1019950010717A
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KR100365873B1 (ko
Inventor
퀘니히 하르트만
괴쯔 노르베르트
커르스트겐 라인하르트
뮐러 베른트
Original Assignee
방게르트, 빅케
바스프 악티엔게젤샤프트
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Publication of KR950032133A publication Critical patent/KR950032133A/ko
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Publication of KR100365873B1 publication Critical patent/KR100365873B1/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
    • C07D231/14—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 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
    • C07D231/18—One oxygen or sulfur atom
    • 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
    • C07D231/14—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 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
    • C07D231/18—One oxygen or sulfur atom
    • C07D231/20—One oxygen atom attached in position 3 or 5
    • C07D231/22—One oxygen atom attached in position 3 or 5 with aryl radicals attached to ring nitrogen atoms

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

먼저 용매에서 하기식(Ⅱ)의 프로피올산 에스테르 및 하기식(Ⅲ)의 (헤트)아릴히드라진을 서로 혼합하고 나서 이 혼합물을 O℃ 내지 6O℃에서 염기로 처리하는 것으로 이루어지고, 염기 존재하에 용매에서 식(Ⅱ) 및 식(Ⅲ)의 물질로부터 하기식(I)의 1-(헤트)아릴-3-히드록시파라졸을 제조하는 방법.
(상기 식에서, R은 비치환 또는 치환된 방향족 또는 헤테로방향족 기이고, n은 O, 1 또는 2이고, R'은 반응 조건하에서 안정한 기이다)
R'C≡C-CO2R1(Ⅱ)
(상기 식에서 R1은 알킬, 시클로알킬 또는 아릴기이다)
R-NH-NH2(Ⅲ)

Description

1-(헤트)아릴-3-히드록시파라졸의 제조 방법
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (8)

  1. 먼저 용매에서 하기식(Ⅱ)의 프로피올산 에스테르 및 하기식(Ⅲ)의 (헤트)아릴히드라진을 서로 혼합하고 나서 이 혼합물을 O℃ 내지 6O℃에서 염기로 처리하는 것으로 이루어지고, 염기 존재하에 용매에서 식(Ⅱ) 및 식(Ⅲ)의 물질로부터 하기식(I)의 1-(헤트)아릴-3-히드록시파라졸을 제조하는 방법.
    (상기 식에서, R은 비치환 또는 치환된 방향족 헤테로방향족 기이고, n은 O, 1 또는 2이고, R'은 반응 조건하에서 안정한 기이다)
    R'C≡C-CO2R1(Ⅱ)
    (상기 식에서 R1은 알킬, 시클로알킬 또는 아릴기이다)
    R-NH-NH2(Ⅲ)
  2. 제1항에 있어서, 사용되는 염기가 3차 아민인 제조방법.
  3. 제1항에 있어서, 사용되는 염기가 4개 내지 8개의 탄소원자를 갖는 알코올의 알칼리 금속염인 제조방법.
  4. 제1항에 있어서, 반응이 비양성자성 용매에서 행하여지는 제조방법.
  5. 제1항에 있어서, 반응이 3급 알코올에서 행하여지는 제조방법.
  6. 제1항에 있어서, 염기가 식(Ⅲ)의 화합물 몰당 1 내지 3몰의 양으로 사용되는 제조방법.
  7. 제1항에 있어서, 식(Ⅲ)의 화합물 몰당 식(Ⅱ)의 화합물 1 내지 3몰의 양으로 사용되는 제조방법.
  8. 제1항에 있어서, 식(Ⅲ)의 (헤트)아릴히드라진 대신에 적합한 히드라지늄염이 사용되는 제조방법.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019950010717A 1994-05-03 1995-05-02 1-(헤트)아릴-3-히드록시피라졸의 제조 방법 KR100365873B1 (ko)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DEP4415484.4 1994-05-03
DE4415484A DE4415484A1 (de) 1994-05-03 1994-05-03 Verfahren zur Herstellung von 1-(Het)aryl-3-hydroxy-pyrazolen

Publications (2)

Publication Number Publication Date
KR950032133A true KR950032133A (ko) 1995-12-20
KR100365873B1 KR100365873B1 (ko) 2003-04-10

Family

ID=6517113

Family Applications (1)

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KR1019950010717A KR100365873B1 (ko) 1994-05-03 1995-05-02 1-(헤트)아릴-3-히드록시피라졸의 제조 방법

Country Status (11)

Country Link
US (1) US5559244A (ko)
EP (1) EP0680954B1 (ko)
JP (1) JP4042164B2 (ko)
KR (1) KR100365873B1 (ko)
CN (1) CN1056139C (ko)
AT (1) ATE197707T1 (ko)
AU (1) AU682257B2 (ko)
CA (1) CA2147725A1 (ko)
DE (2) DE4415484A1 (ko)
IL (1) IL113466A (ko)
NZ (1) NZ272044A (ko)

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1924562A2 (en) 2005-08-31 2008-05-28 F.Hoffmann-La Roche Ag Pyrazolone derivatives
AR078156A1 (es) 2009-09-04 2011-10-19 Basf Se Proceso para preparar 1-fenilpirazoles
JP2013522277A (ja) 2010-03-18 2013-06-13 ビーエーエスエフ ソシエタス・ヨーロピア Ｎ−カルボメトキシ−ｎ−メトキシ−（２−クロロメチル）−アニリン、その製造および２−（ピラゾール−３’−イルオキシメチレン）−アニリドを製造するための前駆体としてのその使用
CN103275011A (zh) * 2013-06-13 2013-09-04 南京工业大学 咪唑烷类杂环的新合成方法
EP2881387A1 (en) 2013-12-09 2015-06-10 Basf Se Pyrazolone compounds having herbicidal activity
CN108558762A (zh) * 2018-05-31 2018-09-21 浙江新农化工股份有限公司 吡唑醚菌酯中间体的纯化方法以及制备吡唑醚菌酯的工艺
WO2020094440A1 (en) 2018-11-07 2020-05-14 Basf Se Process for the synthesis of aryl hydrazines

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2861103B2 (ja) * 1988-10-26 1999-02-24 日産化学工業株式会社 ４―メチルピラゾール類の製造方法
DE3918979A1 (de) * 1989-06-10 1990-12-13 Basf Ag Verfahren zur herstellung von pyrazol und dessen derivaten
DE4137011A1 (de) * 1991-11-11 1993-05-13 Basf Ag Verfahren zur herstellung von 3-methylpyrazol
AU4307299A (en) * 1998-04-16 1999-11-01 Choice Logic Corporation Methods and apparatus for gauging group choices

Also Published As

Publication number Publication date
CN1112552A (zh) 1995-11-29
IL113466A (en) 1999-08-17
KR100365873B1 (ko) 2003-04-10
AU682257B2 (en) 1997-09-25
CA2147725A1 (en) 1995-11-04
CN1056139C (zh) 2000-09-06
EP0680954A2 (de) 1995-11-08
JPH0841030A (ja) 1996-02-13
DE59508867D1 (de) 2000-12-28
IL113466A0 (en) 1995-07-31
NZ272044A (en) 1996-01-26
EP0680954A3 (de) 1997-04-02
EP0680954B1 (de) 2000-11-22
JP4042164B2 (ja) 2008-02-06
DE4415484A1 (de) 1995-11-09
ATE197707T1 (de) 2000-12-15
US5559244A (en) 1996-09-24
AU1777895A (en) 1995-11-09

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