KR900001658A - 피라졸카르복실산 유도체의 제조방법 - Google Patents

피라졸카르복실산 유도체의 제조방법 Download PDF

Info

Publication number
KR900001658A
KR900001658A KR1019890009404A KR890009404A KR900001658A KR 900001658 A KR900001658 A KR 900001658A KR 1019890009404 A KR1019890009404 A KR 1019890009404A KR 890009404 A KR890009404 A KR 890009404A KR 900001658 A KR900001658 A KR 900001658A
Authority
KR
South Korea
Prior art keywords
producing
compound
acid derivative
manganese
cobalt
Prior art date
Application number
KR1019890009404A
Other languages
English (en)
Other versions
KR970002871B1 (ko
Inventor
다끼가와 신이찌로
신께 슈죠
Original Assignee
나까이 다께오
닛산가가꾸 고오교 가부시끼가이샤
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by 나까이 다께오, 닛산가가꾸 고오교 가부시끼가이샤 filed Critical 나까이 다께오
Publication of KR900001658A publication Critical patent/KR900001658A/ko
Application granted granted Critical
Publication of KR970002871B1 publication Critical patent/KR970002871B1/ko

Links

Classifications

    • 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
    • C07D231/38—Nitrogen atoms
    • 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
    • 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
    • C07D231/16—Halogen atoms or nitro radicals
    • 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
    • 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

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Catalysts (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Plural Heterocyclic Compounds (AREA)

Abstract

내용 없음

Description

피라졸카르복실산 유도체의 제조방법
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (23)

  1. 금속 촉매 화합물 존재하에서 다음 일반식(I)로 나타내는 피라졸 화합물을 산호 함유 가스와 함께 산화시키는 것으로 되는 다음 일반식(II)로 나타낸 피라졸카르복실산 유도체의 제조방법.
    [상기 식 중, Y 및 Z는 각각 수소원자, 할로겐원자, 니트로기, 시아노기, COOR, NR1R2, CONR1R2, SR1, SO2NR1R2, SO2R3, R3CO, OR4, CHX2또는 CX3이며, A는 수소원자, 탄소수 1내지 4를 가지는 알킬기, 치환 또는 비치환 페닐기, 치환 또는 비치환 피리딜기 또는 OR5이며(여기서, R1및 R2는 각각 수소 원자 또는 탄소수 1 내지 10을 가지는 알킬기이며, R3은 탄소수 1 내지 10을 가지는 알킬기이며, R4는 수소 원자, 탄소수 1 내지 10을 가지는 알킬기, 치환 또는 비치환 페닐기, CHF2, CF3, 또는 CF3CH2이며, R5는 탄소수 1 내지 10을 가지는 알킬기이며, X는 할로겐 원자임)].
  2. 제1항에 있어서, 일반식(I) 및(II)중에서 Y 및 Z 모두가 염소 원자이고 A가 메틸기인 피라졸카르복실산 유도체의 제조방법.
  3. 제1항에 있어서, 산소 함유 가스가 순수한 산소 가스 또는 공기인 피라졸카르복실산 유도체의 제조방법.
  4. 제3항에 있어서, 산소 함유 가스의 부분압이 대기압 내지 80kg/㎠인 피라졸카르복실산 유도체의 제조방법.
  5. 제3항에 있어서, 산소 함유 가스의 부분압이 대기압 내지 50kg/㎠인 피라졸카르복실산 유도체의 제조방법.
  6. 제1항에 있어서, 금속 촉매 화합물이 철화합물, 코발트화합물, 니켈화합물, 망간 화합물, 세륨화합물 및 지르코늄화합물로 구성된 군으로부터 선택되는 적어도 1종인 피라졸카르복실산 유도체의 제조방법.
  7. 제6항에 있어서, 금속 촉매 화합물이 코발트화합물, 망간 화합물 및 철화합물로 구성된 군으로부터 선택되는 적어도 1종인 피라졸카르복실산 유도체의 제조방법.
  8. 제7항에 있어서, 코발트 화합물 및 망간 화합물이 지방족산 코발트염, 코발트의 킬레이트 화합물, 코발트염, 지방족산 망간염, 망간의 킬레이트 화합물 및 망간염으로부터 선택된 피라졸카르복실산 유도체의 제조방법.
  9. 제8항에 있어서, 코발트화합물 및 망간 화합물이 포름산코발트, 아세트산코발트, 옥틸산코발트, 아세틸아세트산 코발트, 염화코발트, 브롬화코발트, 요오드화 코발트, 탄산코발트, 포름산망간, 아세트산망간, 옥틸산망간, 아세틸아세톤산 망간, 염화망간, 브롬화망간, 요오드화망간 및 탄산망간으로부터 선택되는 피라졸카르복실산 유도체의 제조방법.
  10. 제9항에 있어서, 금속 촉매 화합물이 아세트산코발트 및 아세트망간인 피라졸카르복실산 유도체의 제조방법.
  11. 제6항에 있어서, 금속 촉매 화합물의 양이 일반식(I) 화합물 100몰에 기초해서 0.1 내지 20그람-원자인 피라졸카르복실산 유도체의 제조방법.
  12. 제9항에 있어서, 코발트 화합물의 코발트에 대한 망간 화합물의 망간 양이 1 내지 1/50그람-원자인 피라졸카르복실산 유도체의 제조방법.
  13. 제1항에 있어서, 브롬 화합물이 반응 촉진제로서 반응계에 추가로 첨가되는 피라졸카르복실산 유도체의 제조방법.
  14. 제13항에 있어서, 브롬 화합물이 브롬화암모늄, 브롬화나트륨, 브롬화칼륨, 브롬 및 브롬화수소로 구성된 군으로부터 선택되는 피라졸카르복실산 유도체의 제조방법.
  15. 제14항에 있어서, 브롬 화합물이 브롬화나트륨인 피라졸카르복실산 유도체의 제조방법.
  16. 제14항에 있어서, 브롬 화합물의 양이 일반식(I) 화합물 100몰에 기초해서 0.5 내지 20몰인 피라졸카르복실산 유도체의 제조방법.
  17. 제1항에 있어서, 반응을 20 내지 200℃내에서 행하는 피라졸카르복실산 유도체의 제조방법.
  18. 제1항에 있어서, 반응을 용매 존재하에서 행하는 피라졸카르복실산 유도체의 제조방법.
  19. 제18항에 있어서, 용매가 저급 지방족산 또는 저급 무수 지방족산으로 구성된 군으로부터 선택되는 피라졸카르복실산 유도체의 제조방법.
  20. 제19항에 있어서, 용매가 아세트산, 프로피온산, 부티르산, 무수 아세트산 및 무수 프로피온산으로 구성된 군으로부터 선택되는 피라졸카르복실산 유도체의 제조방법.
  21. 제20항에 있어서, 용매가 아세트산인 피라졸카르복실산 유도체의 제조방법.
  22. 제1항에 있어서, 일반식(I)의 화합물이 3,5-디클로로-1,4-디메틸피라졸, 5-클로로-1,4-디메틸피라졸, 1,4-디메틸피라졸, 1-이소프로필-3-트리플루오로메틸-5-메틸피라졸, 1,5-디메틸-3-트리플루오로메틸피라졸, 3-클로로-1,4-디메틸피라졸-5-술폰아미드 및 5-삼차부틸티오-3-클로로-1,4-디메틸피라졸로 구성된 군으로부터 선택되는 피라졸카르복실산 유도체의 제조방법.
  23. 제1항에 있어서, 일반식(II)의 화합물이 3,5-디클로로-1-메틸피라졸-4-카르복실산,5-클로로-1-메틸피라졸-4-카르복실산, 1-메틸피라졸-4-카르복실산, 1-이소프로필-3-트리플루오로메틸피라졸-5-카르복실산,1-메틸-3-트리플루오로메틸피라졸- 5-카르복실산, 3-클로로-1-메틸피라졸-5-술폰아미도피라졸-4-카르복실산 및 5-삼차부틸티오-3-클로로-1-메틸피라졸-4-카르복실산으로 구성된 군으로부터 선택되는 피라졸카르복실산 유도체의 제조방법.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019890009404A 1988-07-04 1989-07-03 피라졸카르복실산 유도체의 제조 방법 KR970002871B1 (ko)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
JP16627488 1988-07-04
JP166,274 1988-07-04
JP63-166274 1988-07-04

Publications (2)

Publication Number Publication Date
KR900001658A true KR900001658A (ko) 1990-02-27
KR970002871B1 KR970002871B1 (ko) 1997-03-12

Family

ID=15828345

Family Applications (1)

Application Number Title Priority Date Filing Date
KR1019890009404A KR970002871B1 (ko) 1988-07-04 1989-07-03 피라졸카르복실산 유도체의 제조 방법

Country Status (13)

Country Link
US (1) US5053517A (ko)
EP (1) EP0350176B1 (ko)
JP (1) JP2743473B2 (ko)
KR (1) KR970002871B1 (ko)
AR (1) AR246736A1 (ko)
AT (1) ATE127114T1 (ko)
AU (1) AU614385B2 (ko)
BR (1) BR8903268A (ko)
CA (1) CA1337528C (ko)
DE (1) DE68924011T2 (ko)
ES (1) ES2076210T3 (ko)
GR (1) GR3017702T3 (ko)
IL (1) IL90665A0 (ko)

Families Citing this family (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5220028A (en) * 1988-10-27 1993-06-15 Nissan Chemical Industries, Ltd. Halogeno-4-methylpyrazoles
DE68926016T2 (de) * 1988-10-27 1996-09-19 Nissan Chemical Ind Ltd Halogeno-4-Methylpyrazole und Verfahren zu ihrer Herstellung
US5217523A (en) * 1989-09-23 1993-06-08 Basf Aktiengesellschaft Pyrazole-3-carboxamides, herbicidal compositions and use
DE3931786A1 (de) * 1989-09-23 1991-04-04 Basf Ag Pyrazol-3-carbonsaeureamide
US5532416A (en) * 1994-07-20 1996-07-02 Monsanto Company Benzoyl derivatives and synthesis thereof
US5880290A (en) * 1994-01-31 1999-03-09 Monsanto Company Preparation of substituted 3-aryl-5-haloalkyl-pyrazoles having herbicidal activity
US5587485A (en) * 1994-07-20 1996-12-24 Monsanto Company Heterocyclic- and carbocyclic- substituted benzoic acids and synthesis thereof
US5869688A (en) * 1994-07-20 1999-02-09 Monsanto Company Preparation of substituted 3-aryl-5-haloalkyl-pyrazoles having herbicidal activity
US5698708A (en) * 1996-06-20 1997-12-16 Monsanto Company Preparation of substituted 3-aryl-5-haloalkyl-pyrazoles having herbicidal activity
US6531478B2 (en) 2000-02-24 2003-03-11 Cheryl P. Kordik Amino pyrazole derivatives useful for the treatment of obesity and other disorders
BR0114202A (pt) 2000-09-29 2003-10-07 Basf Ag Processos para a preparação de 5-cloro-4-metilpirazóis 1-substituìdos, e, para a preparação de pirazolonas 1-substituìdas
EP2628722A1 (en) * 2012-02-16 2013-08-21 Bayer CropScience AG CF3O-containing enaminoketones and their utilization for the preparation of CF3O-containing pyrazoles

Family Cites Families (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3760009A (en) * 1970-02-13 1973-09-18 Chevron Res Hydroquinone process
US3692828A (en) * 1970-05-01 1972-09-19 Gulf Research Development Co Process for preparing phenyl sulfone carboxylic acids
JPS5017068B1 (ko) * 1970-12-30 1975-06-18
SU453404A1 (ru) * 1973-02-06 1974-12-15 института В. И. Ленина Способ получения пиразол-3-карбоновых кислот
JPS533188B2 (ko) * 1973-06-20 1978-02-03
US4623726A (en) * 1983-04-18 1986-11-18 American Cyanamid Company Method for oxidizing alkyl groups on pyridine, quinoline and benzene ring compounds to carboxylic acids under basic conditions
DE3540839A1 (de) * 1985-11-18 1987-05-27 Bayer Ag 1-aryl-pyrazole
CA1303059C (en) * 1986-03-14 1992-06-09 Toshiharu Matsuda Process for producing 2,6-naphthalenedicarboxylic acid by oxidizing 2,6-diisopropylnaphthalene
DE3729598A1 (de) * 1987-09-04 1989-03-16 Hoechst Ag Verfahren zur herstellung von 1-aryl-pyrazol-3-carbonsaeureestern

Also Published As

Publication number Publication date
AR246736A1 (es) 1994-09-30
IL90665A0 (en) 1990-01-18
DE68924011T2 (de) 1996-01-25
AU614385B2 (en) 1991-08-29
BR8903268A (pt) 1990-02-13
ATE127114T1 (de) 1995-09-15
DE68924011D1 (de) 1995-10-05
EP0350176A2 (en) 1990-01-10
EP0350176A3 (en) 1991-07-24
JPH02124875A (ja) 1990-05-14
US5053517A (en) 1991-10-01
GR3017702T3 (en) 1996-01-31
AU3663389A (en) 1990-01-04
CA1337528C (en) 1995-11-07
JP2743473B2 (ja) 1998-04-22
ES2076210T3 (es) 1995-11-01
EP0350176B1 (en) 1995-08-30
KR970002871B1 (ko) 1997-03-12

Similar Documents

Publication Publication Date Title
KR970003125B1 (ko) α,β-불포화 케토락톤의 제조방법
KR900001658A (ko) 피라졸카르복실산 유도체의 제조방법
Zhu et al. Synthesis of aryl azides and vinyl azides via proline-promoted CuI-catalyzed coupling reactions
KR880011050A (ko) 필라듐 촉매를 사용한 올레핀형 불포화 화합물의 카르보닐화 방법
KR950025038A (ko) 신규한 5-피롤릴-2-피리딜메틸설피닐벤즈이미다졸 유도체
KR840003636A (ko) 약리학적으로 활성인 피라졸로/4,3-c/피리딘 제조방법
ES438313A1 (es) Un procedimiento para la preparacion de 3-tiometilergolinas.
KR840000463A (ko) 광학적으로 활성인 1-방향족 그룹으로 치환된-1- 알카논의 제조방법
KR890014486A (ko) N-시클로프로필아닐, 및 1-시클로프로필-퀴놀론카르복실산 및 그의 유도체의 제조에 있어서 n-시클로프로필아닐린의 용도
KR870007166A (ko) 페닐 나프티리딘의 제조방법
JPS597130A (ja) カルボン酸の共同製造法
KR830007492A (ko) 프로필렌의 선택성 하이드로 카복실화로 이소부티르산을 제조하는 방법
US4018832A (en) Novel complexing agents derived from cyclotriveratrylene
JPS62114930A (ja) ハロ−炭化水素の高収率カルボニル化
KR840007417A (ko) 오르토 용해된 피롤 유도체의 제조방법
ES445322A1 (es) Un procedimiento para la preparacion de derivados del acido para-isobutil-fenilacetico.
US4157352A (en) Process for the manufacture of a cyclopentenedione
ES443421A1 (es) Un procedimiento para la preparacion de una composicion far-macologica que contiene una 11-desoxi-gamma-pentanorprosta- glandina.
US5202442A (en) Process for preparing pyrazolecarboxylic acid compounds
KR830007660A (ko) 5,6,7,7a-테트라하이드로-4H-티에노(3,2-c)-피리딘-2-온 유도체의 제조방법
US4950785A (en) Catalytic process of synthetizing ethylene-tetracarboxylic esters
Bradbury et al. Synthesis of analogs of prostacyclin containing a thiazone ring
KR840008647A (ko) 대칭 1,4-디하이드로피리딘디카복실 에스테르의 제조방법
ES432790A1 (es) Un metodo para producir derivados del acido 2-cloropropioni-co.
ES454006A1 (es) Procedimiento para la obtencion de derivados de triazol.

Legal Events

Date Code Title Description
A201 Request for examination
G160 Decision to publish patent application
E701 Decision to grant or registration of patent right
GRNT Written decision to grant
FPAY Annual fee payment

Payment date: 20110630

Year of fee payment: 15

EXPY Expiration of term