KR850005827A - 2-치환페닐-3-클로로테트라히드로-2h-인다졸류의 제조방법 - Google Patents
2-치환페닐-3-클로로테트라히드로-2h-인다졸류의 제조방법 Download PDFInfo
- Publication number
- KR850005827A KR850005827A KR1019850000831A KR850000831A KR850005827A KR 850005827 A KR850005827 A KR 850005827A KR 1019850000831 A KR1019850000831 A KR 1019850000831A KR 850000831 A KR850000831 A KR 850000831A KR 850005827 A KR850005827 A KR 850005827A
- Authority
- KR
- South Korea
- Prior art keywords
- general formula
- group
- producing
- alkyl group
- chlorine atom
- Prior art date
Links
- 238000004519 manufacturing process Methods 0.000 title claims 3
- -1 2-substituted phenyl-3-chlorotetrahydro-2H-indazoles Chemical class 0.000 title claims 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims 4
- 229910052801 chlorine Inorganic materials 0.000 claims 4
- 125000001309 chloro group Chemical group Cl* 0.000 claims 4
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 claims 2
- 239000002904 solvent Substances 0.000 claims 2
- FINXVBSODIQGSH-UHFFFAOYSA-N 2,3,3a,4,5,6-hexahydro-1h-indazole Chemical compound C1CCC2CNNC2=C1 FINXVBSODIQGSH-UHFFFAOYSA-N 0.000 claims 1
- HFAOSEWEBHFIIV-UHFFFAOYSA-N ClN1NCC2CC=CC=C12 Chemical class ClN1NCC2CC=CC=C12 HFAOSEWEBHFIIV-UHFFFAOYSA-N 0.000 claims 1
- 239000004480 active ingredient Substances 0.000 claims 1
- 229910052783 alkali metal Inorganic materials 0.000 claims 1
- 239000003638 chemical reducing agent Substances 0.000 claims 1
- 239000012320 chlorinating reagent Substances 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 claims 1
- QAWTYRYXDYHQNU-UHFFFAOYSA-N diazathiane Chemical compound NSN QAWTYRYXDYHQNU-UHFFFAOYSA-N 0.000 claims 1
- 239000012954 diazonium Substances 0.000 claims 1
- 150000001989 diazonium salts Chemical class 0.000 claims 1
- 239000003085 diluting agent Substances 0.000 claims 1
- 150000004820 halides Chemical class 0.000 claims 1
- 230000002363 herbicidal effect Effects 0.000 claims 1
- NOKUIIONGVTVQM-UHFFFAOYSA-N hydrazine sulfide Chemical compound SN=N NOKUIIONGVTVQM-UHFFFAOYSA-N 0.000 claims 1
- 239000012442 inert solvent Substances 0.000 claims 1
- 238000000034 method Methods 0.000 claims 1
- 150000003568 thioethers Chemical class 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/54—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings condensed with carbocyclic rings or ring systems
- C07D231/56—Benzopyrazoles; Hydrogenated benzopyrazoles
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (4)
- 하기 일반식(Ⅱ)의 헥사히드로인다졸 - 3 - 온을 용매중에서 탈수소 할로겐화제 존재 또는 부재하에 80∼200℃의 온도에서 염소화제와 반응시킴을 특징으로 하는 하기 일반식(Ⅰ)의 3 - 클로로테트라히드로인다졸류의 제조방법.(상기 식중, R은 C2∼C3알킬기, C3∼C4알케닐기 또는 C3∼C4알키닐기이고, X는 염소원자 또는 브롬원자이다).
- 하기 일반식(Ⅴ)의 히드라진 설파이드를 용매중에서 50∼200℃에서, 필요하다면 탈수시키면서, 2 - 알콕시카르보닐시클로헥사논과 반응시킴을 특징으로 하는 하기 일반식(Ⅱ)의 헥사히드로인다졸 - 3 - 온류의 제조방법.(상기 식중, R은 C2∼C3알킬기, C3∼C4알케닐기 또는 C3∼C4알키닐기이고, X는 염소원자 또는 브롬원자이다).
- 하기 일반식(Ⅳ)의 아미노 설파이드를 알칼리금속 아질산염과 반응시키고, 생성된 디아조늄염을 불활성 용매중에서 0∼ - 40℃의 온도에서 환원제로 환원시킴을 특징으로 하는 하기 일반식(Ⅴ)의 히드라진 설파이드류의 제조방법.(상기 식중, R은 C2∼C3알킬기, C3~C4알케닐기 또는 C3~C4알키닐기이고, X는 염소원자 또는 브롬원자이다).
- 활성 성분으로서 하기 일반식(Ⅰ)의 화합물 0.03∼90중량% 및 불활성 담체 또는 희석제를 함유하는 제초성 조성물.(상기 식중, R은 C2~C3알킬기, C3∼C4알케닐기 또는 C3∼C4알키닐기이고, X는 염소원자 또는 브롬원자이다).※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP23498/84 | 1984-02-10 | ||
JP59023498A JPS60166665A (ja) | 1984-02-10 | 1984-02-10 | テトラヒドロ−2h−インダゾ−ル誘導体、その製造法およびそれを有効成分とする除草剤 |
JP23498 | 1984-02-10 |
Publications (2)
Publication Number | Publication Date |
---|---|
KR850005827A true KR850005827A (ko) | 1985-09-26 |
KR920000050B1 KR920000050B1 (ko) | 1992-01-06 |
Family
ID=12112146
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019850000831A KR920000050B1 (ko) | 1984-02-10 | 1985-02-09 | 2-치환 페닐-3-클로로테트라히드로-2h-인다졸류의 제조방법 |
Country Status (7)
Country | Link |
---|---|
US (2) | US4752325A (ko) |
EP (1) | EP0152890B1 (ko) |
JP (1) | JPS60166665A (ko) |
KR (1) | KR920000050B1 (ko) |
BR (1) | BR8500591A (ko) |
DE (1) | DE3566541D1 (ko) |
PH (1) | PH20372A (ko) |
Families Citing this family (14)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4666507A (en) * | 1985-01-16 | 1987-05-19 | Nippon Kayaku Kabushiki Kaisha | Herbicidal 5-halo-1-[5-(N-substituted sulfonylamino)phenyl]pyrazole derivatives |
KR870007162A (ko) * | 1986-01-29 | 1987-08-17 | 니시자와 요시히꼬 | 인다졸 화합물, 및 그의 제조방법과 용도 |
US4885024A (en) * | 1987-09-01 | 1989-12-05 | Sumitomo Chemical Co., Ltd. | Benzoxazinyl-triazole oxides and use |
US4946492A (en) * | 1988-06-16 | 1990-08-07 | Ciba-Geigy Corporation | 5-(pyrazol-1-yl)-benzoic acid thiol esters, plant growth regulating compositions and use |
US6906006B1 (en) | 1988-11-23 | 2005-06-14 | Bayer Aktiengesellschaft | N-arly-substituted nitrogen-containing heterocycles, processes and novel intermediates for their preparation, and their use as herbicides and plant growth regulators |
DE3839480A1 (de) * | 1988-11-23 | 1990-05-31 | Bayer Ag | N-aryl-stickstoffheterocyclen, verfahren sowie neue zwischenprodukte zu ihrer herstellung und ihre verwendung als herbizide und pflanzenwuchsregulatoren |
DE58908499D1 (de) * | 1988-11-25 | 1994-11-17 | Ciba Geigy Ag | Herbizid wirksame N-Phenylazole. |
GB8830182D0 (en) * | 1988-12-23 | 1989-02-22 | Shell Int Research | Heterocyclic herbicides |
DE4020629A1 (de) * | 1990-06-26 | 1992-01-02 | Schering Ag | Verfahren und zwischenprodukte zur herstellung von bicyclischen triazolen |
DE69328964T2 (de) * | 1992-03-09 | 2000-11-09 | Zeneca Ltd | Arylindazoline und ihre anwendung als herbizide |
US5444038A (en) * | 1992-03-09 | 1995-08-22 | Zeneca Limited | Arylindazoles and their use as herbicides |
DE4430287A1 (de) * | 1994-08-26 | 1996-04-25 | Basf Ag | N-Phenyltetrahydroindazole, Verfahren zur ihrer Herstellung und ihre Verwendung als Pflanzenschutzmittel |
FR2772757B1 (fr) * | 1997-12-22 | 2001-05-25 | Rhodia Chimie Sa | Procede de preparation de thiols aromatiques, reactifs, produits intermediaires et leur procede d'obtention |
AU7865000A (en) | 1999-10-06 | 2001-05-10 | 3-Dimensional Pharmaceuticals, Inc. | Fused 1-(2,6-dichloro-4-trifluoromethylphenyl)-pyrazoles, the synthesis thereof and the use thereof as pesticides |
Family Cites Families (16)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3014043A (en) * | 1957-02-08 | 1961-12-19 | Merck & Co Inc | Serotonin antagonists |
US3074960A (en) * | 1960-02-23 | 1963-01-22 | Sterling Drug Inc | 5-lower-alkylmercapto-1-monocarbocyclic arylmethyltryptamines and intermediates and processes therefor |
CH438331A (fr) * | 1963-10-08 | 1967-06-30 | Gevaert Photo Prod Nv | Procédé de préparation de 3-uréido-5-pyrazolones et de 3-thiouréido-5-pyrazolones |
JPS5436648B2 (ko) * | 1974-03-28 | 1979-11-10 | ||
FR2299328A1 (fr) * | 1975-02-03 | 1976-08-27 | Rhone Poulenc Ind | Derives de l'alcoyloxy-5 phenyl-3 oxyde azo |
US4059434A (en) * | 1975-10-15 | 1977-11-22 | E. I. Du Pont De Nemours And Company | Cycloalkanapyrazole herbicides |
DE2623558C2 (de) * | 1976-05-26 | 1984-12-06 | Hoechst Ag, 6230 Frankfurt | 2-[4'-Phenoxy-phenoxy]propionsäure-Derivate, Verfahren zu ihrer Herstellung und sie enthaltende herbizide Mittel |
US4084055A (en) * | 1977-03-24 | 1978-04-11 | E. I. Du Pont De Nemours And Company | Preparation of chlorinated indazoles |
US4248618A (en) * | 1977-05-06 | 1981-02-03 | Ici Australia Limited | Derivatives of (pyrimidyloxy)phenoxy-alkanecarboxylic acid and herbicidal compositions thereof |
US4243408A (en) * | 1978-05-11 | 1981-01-06 | Chevron Research Company | Herbicidal N-triazolylmethyl-substituted alpha-haloacetanilide |
NZ191078A (en) * | 1978-08-08 | 1982-05-31 | Ici Australia Ltd | Bis(pyrimidyloxy) benzenes bis(pyrimidylthio)benzenes and prymidyloxy-pyrimidyl thiobenzens and herbicidal compositions |
AT357818B (de) * | 1978-09-29 | 1979-12-15 | Chemie Linz Ag | Herbizides mittel |
US4318731A (en) * | 1979-08-25 | 1982-03-09 | Nihon Nohyaku Co., Ltd. | Δ2 -1,2,4-triazolin-5-one derivatives and herbicidal usage thereof |
US4404019A (en) * | 1980-12-24 | 1983-09-13 | Sumitomo Chemical Company, Limited | 3-Chloro-1-phenyl-1,2,4-triazolin-5-ones and their use as herbicides |
PH18938A (en) * | 1982-09-28 | 1985-11-11 | Sumitomo Chemical Co | 2-substituted phenyl-4,5,6,7-tetrahydro-2h-indazoles and their use |
US4752326A (en) * | 1985-05-15 | 1988-06-21 | Hokko Chemical Industry Co., Ltd. | 1-arylpyrazoles, composition containing them, and herbicidal method of using them |
-
1984
- 1984-02-10 JP JP59023498A patent/JPS60166665A/ja active Granted
-
1985
- 1985-02-05 PH PH31821A patent/PH20372A/en unknown
- 1985-02-05 US US06/698,389 patent/US4752325A/en not_active Expired - Fee Related
- 1985-02-08 BR BR8500591A patent/BR8500591A/pt not_active IP Right Cessation
- 1985-02-09 KR KR1019850000831A patent/KR920000050B1/ko not_active IP Right Cessation
- 1985-02-11 DE DE8585101444T patent/DE3566541D1/de not_active Expired
- 1985-02-11 EP EP85101444A patent/EP0152890B1/en not_active Expired
-
1989
- 1989-08-03 US US07/393,106 patent/US4933480A/en not_active Expired - Fee Related
Also Published As
Publication number | Publication date |
---|---|
US4933480A (en) | 1990-06-12 |
US4752325A (en) | 1988-06-21 |
PH20372A (en) | 1986-12-08 |
EP0152890B1 (en) | 1988-11-30 |
JPH0479336B2 (ko) | 1992-12-15 |
KR920000050B1 (ko) | 1992-01-06 |
JPS60166665A (ja) | 1985-08-29 |
EP0152890A1 (en) | 1985-08-28 |
BR8500591A (pt) | 1985-09-24 |
DE3566541D1 (en) | 1989-01-05 |
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