KR940014326A - Novel ethylidenedithiocarbamic acid derivatives and preparation method thereof - Google Patents

Novel ethylidenedithiocarbamic acid derivatives and preparation method thereof Download PDF

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Publication number
KR940014326A
KR940014326A KR1019920025112A KR920025112A KR940014326A KR 940014326 A KR940014326 A KR 940014326A KR 1019920025112 A KR1019920025112 A KR 1019920025112A KR 920025112 A KR920025112 A KR 920025112A KR 940014326 A KR940014326 A KR 940014326A
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South Korea
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group
hydrogen atom
methyl
ethyl
compound
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KR1019920025112A
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Korean (ko)
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KR960005519B1 (en
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이재철
정인배
최종권
조진호
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최근선
주식회사 럭 키
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Priority to KR1019920025112A priority Critical patent/KR960005519B1/en
Priority to AT93120124T priority patent/ATE139767T1/en
Priority to ES93120124T priority patent/ES2088625T3/en
Priority to EP93120124A priority patent/EP0602589B1/en
Priority to DK93120124.8T priority patent/DK0602589T3/en
Priority to DE69303352T priority patent/DE69303352T2/en
Priority to US08/166,864 priority patent/US5405965A/en
Priority to BR9305092A priority patent/BR9305092A/en
Priority to JP5316384A priority patent/JP2580477B2/en
Publication of KR940014326A publication Critical patent/KR940014326A/en
Priority to US08/341,893 priority patent/US5416220A/en
Priority to US08/386,825 priority patent/US5468896A/en
Priority to US08/386,867 priority patent/US5466854A/en
Application granted granted Critical
Publication of KR960005519B1 publication Critical patent/KR960005519B1/en
Priority to JP8179244A priority patent/JP2648297B2/en
Priority to GR960402113T priority patent/GR3020747T3/en

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C333/00—Derivatives of thiocarbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
    • C07C333/14—Dithiocarbamic acids; Derivatives thereof

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

본 발명은 설포닐 우레아계 제초제로서의 합성에 유용한 하기 일반식(Ⅰ)로 표시되는 신규 에틸리덴디티오카르바즈산 유도체에 관한 것이다.The present invention relates to a novel ethylidenedithiocarbamic acid derivative represented by the following general formula (I), which is useful for synthesis as a sulfonyl urea herbicide.

상기식에서, R은 C1-4알킬기, C2-4알케닐기, 아릴알킬기 또는 아릴기를 나타내고 ; R1은 수소원자, C1-4알킬기, 알릴기 또는 프로파길기를 나타내며 ; R2는 수소원자, C1-4알킬기이거나 임의의 위치에 할로겐원자, 니트로기 및 메틸기로 구성된 군에서 선택된 1 또는 2이상의 치환기를 갖을 수 있는 페닐기를 나타내며 ; R3는 수소원자, 메틸기, 에틸기 또는 페닐기를 나타낸다.Wherein R represents a C 1-4 alkyl group, C 2-4 alkenyl group, arylalkyl group or aryl group; R 1 represents a hydrogen atom, a C 1-4 alkyl group, an allyl group, or a propargyl group; R 2 represents a hydrogen atom, a C 1-4 alkyl group or a phenyl group which may have one or two or more substituents selected from the group consisting of halogen atoms, nitro groups and methyl groups at arbitrary positions; R 3 represents a hydrogen atom, a methyl group, an ethyl group or a phenyl group.

Description

신규 에틸리덴디티카르바즈산 유도체 및 그의 제조방법Novel ethylidenedithicarbazic acid derivatives and preparation method thereof

본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음As this is a public information case, the full text was not included.

Claims (10)

하기 일반식(Ⅰ)로 표시되는 신규 에틸리덴디카르바즈산 유도체Novel ethylidenedicarbazic acid derivatives represented by the following general formula (I) 상기식에서, R은 C1-4알킬기, C2-4알케닐기, 아릴알킬기 또는 아릴기를 나타내고 ; R1은 수소원자, C1-4알킬기, 알릴기 또는 프로파길기를 나타내며 ; R2는 수소원자, C1-4알킬기이거나 임의의 위치에 할로겐원자, 니트로기 및 메틸기로 구성된 군에서 선택된 1 또는 2이상의 치환기를 갖을 수 있는 페닐기를 나타내며 ; R3는 수소원자, 메틸기, 에틸기 또는 페닐기를 나타낸다.Wherein R represents a C 1-4 alkyl group, C 2-4 alkenyl group, arylalkyl group or aryl group; R 1 represents a hydrogen atom, a C 1-4 alkyl group, an allyl group, or a propargyl group; R 2 represents a hydrogen atom, a C 1-4 alkyl group or a phenyl group which may have one or two or more substituents selected from the group consisting of halogen atoms, nitro groups and methyl groups at arbitrary positions; R 3 represents a hydrogen atom, a methyl group, an ethyl group or a phenyl group. 제 1 항에 있어서, R이 메틸기, 에틸기, 알릴기, 페닐기 또는 벤질기이고 ; R1이에틸기, 알릴기 또는 프로파길기이며 ; R2가 수소원자, 메틸기, 에틸기 또는 페닐기이고 ; R3가 수소원자, 메틸기, 에틸기 또는 페닐기임을 특징으로 하는 일반식(Ⅰ)의 화합물.The compound according to claim 1, wherein R is a methyl group, an ethyl group, an allyl group, a phenyl group or a benzyl group; R 1 is an ethyl group, an allyl group, or a propargyl group; R 2 is a hydrogen atom, a methyl group, an ethyl group or a phenyl group; A compound of formula (I) wherein R 3 is a hydrogen atom, a methyl group, an ethyl group or a phenyl group. 제 1 항 또는 제 2 항에 있어서, R이 메틸기, 알릴기 또는 벤질기이고 ; R1가 에틸기이며 ; R2가 메틸기이고 ; R3가 수소원자임을 특징으로 하는 일반식(Ⅰ)의 화합물.The compound according to claim 1 or 2, wherein R is a methyl group, allyl group or benzyl group; R 1 is an ethyl group; R 2 is a methyl group; A compound of formula (I) wherein R 3 is a hydrogen atom. 하기 일반식(Ⅲ)의 메틸렌 말로네이트 유도체와 하기 일반식(Ⅱ)의 디티오카르바제이트 유도체를 용매 및 염기 존재하에서 반응시킴을 특징으로 하는 하기 일반식(Ⅰ)로 표시되는 에틸리덴디티오카르바즈산 유도체의 제조방법.Ethylidenetyl represented by the following general formula (I) characterized by reacting a methylene malonate derivative of the following general formula (III) and a dithiocarbazate derivative of the following general formula (II) in the presence of a solvent and a base: Method for preparing an ocarbazic acid derivative. 상기식에서, R은 C1-4알킬기, C2-4알케닐기, 아릴알킬기 또는 아릴기를 나타내고 ; R1은 수소원자, C1-4알킬기, 알릴기 또는 프로파길기를 나타내며 ; R2는 수소원자, C1-4알킬기이거나 임의의 위치에 할로겐원자, 니트로기 및 메틸기로 구성된 군에서 선택된 1 또는 2이상의 치환기를 갖을 수 있는 페닐기를 나타내며 ; R3는 수소원자, 메틸기, 에틸기 또는 페닐기를 나타내고 ; R4는 메틸기 또는 에틸기를 나타낸다.Wherein R represents a C 1-4 alkyl group, C 2-4 alkenyl group, arylalkyl group or aryl group; R 1 represents a hydrogen atom, a C 1-4 alkyl group, an allyl group, or a propargyl group; R 2 represents a hydrogen atom, a C 1-4 alkyl group or a phenyl group which may have one or two or more substituents selected from the group consisting of halogen atoms, nitro groups and methyl groups at arbitrary positions; R 3 represents a hydrogen atom, a methyl group, an ethyl group or a phenyl group; R 4 represents a methyl group or an ethyl group. 제 4 항에 있어서, R이 메틸기, 에틸기, 알릴기, 페닐기 또는 벤질기이고 ; R1이에틸기, 알릴기 또는 프로파길기이며 ; R2가 수소원자, 메틸기, 에틸기 또는 페닐기이고 ; R3가 수소원자, 메틸기, 에틸기 또는 페닐기임을 특징으로 하는 일반식(Ⅰ) 화합물의 제조방법.The compound according to claim 4, wherein R is a methyl group, an ethyl group, an allyl group, a phenyl group or a benzyl group; R 1 is an ethyl group, an allyl group, or a propargyl group; R 2 is a hydrogen atom, a methyl group, an ethyl group or a phenyl group; A process for producing a compound of formula (I) wherein R 3 is a hydrogen atom, a methyl group, an ethyl group or a phenyl group. 제 5 항에 있어서, R이 메틸기, 알릴기 또는 벤질기이고 ; R1이 에틸기이며 ; R2가 메틸기이고 ; R3가 수소원자임을 특징으로 하는 일반식(Ⅰ) 화합물의 제조방법.A compound according to claim 5, wherein R is a methyl group, allyl group or benzyl group; R 1 is an ethyl group; R 2 is a methyl group; A process for producing a compound of formula (I), wherein R 3 is a hydrogen atom. 제 4 항에 있어서, 일반식(Ⅱ) 화합물의 사용량이 일반식(Ⅲ) 화합물을 기준으로 1.0내지 2.0당량임을 특징으로 하는 방법.The method according to claim 4, wherein the amount of the compound of formula (II) is 1.0 to 2.0 equivalents based on the compound of formula (III). 제 4 항 내지 6항중 어느 한 항에 있어서, 반응용매가 에탄올, 테트라하이드로퓨란 또는 메틸렌디클로라이드이고, 염기가 알칼리금속(C1-C5)알콕사이드 또는 3급 아민임을 특징으로 하는 방법.The process according to claim 4, wherein the reaction solvent is ethanol, tetrahydrofuran or methylenedichloride and the base is an alkali metal (C 1 -C 5 ) alkoxide or tertiary amine. 제 8 항에 있어서, 반응용매가 에탄올이고, 염기가 소디움(C1-C5)알콕사이드임을 특징으로 하는 방법.9. The process of claim 8 wherein the reaction solvent is ethanol and the base is sodium (C 1 -C 5 ) alkoxide. 제 8 항에 있어서, 알칼리금속 알콕사이드의 사용량이 일반식(Ⅲ)의 화합물을 기준으로 1.0당량 내지 1.5당량임을 특징으로 하는 방법.The method according to claim 8, wherein the alkali metal alkoxide is used in an amount of 1.0 to 1.5 equivalents based on the compound of formula (III). ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.※ Note: The disclosure is based on the initial application.
KR1019920025112A 1992-12-17 1992-12-22 Novel ethylidene dithio carbazic acid derivatives and the preparation thereof KR960005519B1 (en)

Priority Applications (14)

Application Number Priority Date Filing Date Title
KR1019920025112A KR960005519B1 (en) 1992-12-22 1992-12-22 Novel ethylidene dithio carbazic acid derivatives and the preparation thereof
ES93120124T ES2088625T3 (en) 1992-12-17 1993-12-14 PROCEDURE FOR THE PREPARATION OF DERIVATIVES OF 5-PIRAZOLMERCAPTANO AND ITS INTERMEDIARIES.
EP93120124A EP0602589B1 (en) 1992-12-17 1993-12-14 Processes for preparation of 5-pyrazolemercaptan derivatives and intermediates thereof
DK93120124.8T DK0602589T3 (en) 1992-12-17 1993-12-14 Process for preparing 5-pyrazole mercaptan derivatives and intermediates therefor
DE69303352T DE69303352T2 (en) 1992-12-17 1993-12-14 Process for the preparation of 5-pyrazolomercaptan derivatives and their intermediates
AT93120124T ATE139767T1 (en) 1992-12-17 1993-12-14 METHOD FOR PRODUCING 5-PYRAZOLOMERCAPTAN DERIVATIVES AND INTERMEDIATE PRODUCTS THEREOF
US08/166,864 US5405965A (en) 1992-12-17 1993-12-15 Processes for preparation of 5-pyrazolemercaptan derivatives and intermediates thereof
BR9305092A BR9305092A (en) 1992-12-17 1993-12-16 Process for the preparation of derivatives of 5-pyrazolmercáptan, ethylidene dithiocarbazate compound, process for the preparation of derivatives thereof
JP5316384A JP2580477B2 (en) 1992-12-17 1993-12-16 Method for producing 5-pyrazole mercaptan derivative and intermediate thereof
US08/341,893 US5416220A (en) 1992-12-17 1994-11-15 Processes for preparation of 5-pyrazolemercaptan derivatives
US08/386,825 US5468896A (en) 1992-12-17 1995-02-10 Dithiocarbazate compounds
US08/386,867 US5466854A (en) 1992-12-17 1995-02-10 Processes for preparation of dithiocarbazates
JP8179244A JP2648297B2 (en) 1992-12-17 1996-07-09 Method for producing carbodithioate derivative
GR960402113T GR3020747T3 (en) 1992-12-17 1996-08-07 Processes for preparation of 5-pyrazolemercaptan derivatives and intermediates thereof.

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KR1019920025112A KR960005519B1 (en) 1992-12-22 1992-12-22 Novel ethylidene dithio carbazic acid derivatives and the preparation thereof

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KR940014326A true KR940014326A (en) 1994-07-18
KR960005519B1 KR960005519B1 (en) 1996-04-25

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