KR940014388A - Method for preparing sulfonylurea derivative - Google Patents

Method for preparing sulfonylurea derivative Download PDF

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KR940014388A
KR940014388A KR1019920023999A KR920023999A KR940014388A KR 940014388 A KR940014388 A KR 940014388A KR 1019920023999 A KR1019920023999 A KR 1019920023999A KR 920023999 A KR920023999 A KR 920023999A KR 940014388 A KR940014388 A KR 940014388A
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South Korea
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group
alkyl group
hydrogen atom
alkyl
phenyl
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KR1019920023999A
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Korean (ko)
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KR960007530B1 (en
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정인배
최종권
이재철
서병우
사종신
조성종
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최근선
주식회사 럭키
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Abstract

본 발명은 하기 일반식(Ⅶ)의 카바메이트 화합물을 용매 존재 또는 부재하에서 오염화인과 반응시킨 다음 하기 일반식(Ⅴ)의 피리미딘 유도체와 반응시킴을 특징으로 하여 하기 일반식(Ⅰ)로 표시되는 설포닐우레아 유도체를 제조하는 방법.The present invention is characterized by reacting a carbamate compound of formula (VII) with phosphorus pentachloride in the presence or absence of a solvent and then reacting with a pyrimidine derivative of formula (V) Method for preparing a sulfonylurea derivative.

상기식에서, A는 수소원자, C1-C8알킬기 또는 페닐기이고, B 및 C는 각각 독립적으로 수소원자, 할로겐원자, 니트로기, 또는 니트로기로 치환되어도 좋은 페닐기, C1-C8알킬기, C1-C8알콕시기, 할로겐화 알킬기, CO2R(여기서, R은 C1-C8알킬기, 아릴기 또는 프로파길기를 나타낸다), -CONR1R2(여기서, R1은 C1-C8알킬기 또는 페닐기를 나타내고, R2는 C1-C8알킬기를 나타내거나 R1및 R2가 함께 -(CH2)n-, -CH2CH2,-O-CH2CH2-, 또는 -CH2CH2N(CH3)CH2CH2-를 나타내며, 이때 n은 4, 5 또는 6을 나타낸다), -S(O)mR3(여기서, R3은 C1-C8알킬기, 페닐기 또는 아릴알킬기를 나타내고, m은 0, 1 또는 2를 나타낸다), -SO2R4R5(R4는 C1-C8알킬기를 나타내고, R5는 C1-C8알킬기를 나타내거나, 또는 R4, R5가 함께 -(CH2)p-, -CH2CH2-O-CH2CH2-또는 -CH2N(CH3)CH2CH2-를 나타내며, 단 P는 4, 5 또는 6을 나타낸다)을 나타내며, D는 수소원자 또는 C1-C8알킬기를 나타내며, X 및 Y는 독립적으로 수소원자, 할로겐원자, C1-C8알킬기, C1-C8알콕시시, C1-C8알콕시알킬기, -CF3기, C1-C8할로알킬기, 알킬아미노기, 디알킬아미노기,(R6및 R7은 각각 수소원자 또는 C1-C8알킬기를 나타낸다)이거나 또는 X 또는 Y가 Z와 함께 하나의 수소원자를 포함하는 5원환을 형성할 수도 있으며, Z는 질소원자, C-R8(여기서, R8은 수소원자, 할로알킬기 또는 X 또는 Y와 함께 하나의 산소원자를 함유하는 5원환을 형성할 수 있다)를 나타내며, 또한 L은 C1-C8의 알킬기, 알킬에테르기, 알릴기 또는 페닐기등의 이탈기를 나타낸다.Wherein A is a hydrogen atom, a C 1 -C 8 alkyl group or a phenyl group, and B and C are each independently a hydrogen atom, a halogen atom, a nitro group, or a phenyl group which may be substituted with a nitro group, a C 1 -C 8 alkyl group, C 1 -C 8 alkoxy group, halogenated alkyl group, CO 2 R (where R represents C 1 -C 8 alkyl group, aryl group or propargyl group), -CONR 1 R 2 (wherein R 1 is C 1 -C 8 alkyl group or phenyl group, R 2 represents a C 1 -C 8 alkyl group or R 1 and R 2 together represent — (CH 2 ) n —, —CH 2 CH 2 , —O—CH 2 CH 2 —, or —CH 2 CH 2 N (CH 3 ) CH 2 CH 2 —, where n represents 4, 5 or 6, -S (O) mR 3 where R 3 is a C 1 -C 8 alkyl group, A phenyl group or an arylalkyl group, m represents 0, 1 or 2), -SO 2 R 4 R 5 (R 4 represents a C 1 -C 8 alkyl group, R 5 represents a C 1 -C 8 alkyl group or , Or R 4 , R 5 together are-(CH 2 ) p- , -CH 2 CH 2 -O-CH 2 CH 2 -or -CH 2 N (CH 3 ) Represents CH 2 CH 2- , where P represents 4, 5 or 6), D represents a hydrogen atom or a C 1 -C 8 alkyl group, X and Y independently represent a hydrogen atom, a halogen atom, C 1- C 8 alkyl group, C 1 -C 8 alkoxy, C 1 -C 8 alkoxyalkyl group, -CF 3 group, C 1 -C 8 haloalkyl group, alkylamino group, dialkylamino group, (R 6 and R 7 each represent a hydrogen atom or a C 1 -C 8 alkyl group) or X or Y may form a 5-membered ring containing one hydrogen atom together with Z, where Z is a nitrogen atom, CR 8 (wherein R 8 may form a hydrogen atom, a haloalkyl group or a 5-membered ring containing one oxygen atom together with X or Y), and L is an alkyl group, alkylether group of C 1 -C 8 Leaving groups such as an allyl group or a phenyl group.

Description

설포닐우레아 유도체의 제조방법Method for preparing sulfonylurea derivative

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

Claims (3)

하기 일반식(Ⅶ)의 카바메이트 화합물을 용매 존재 또는 부재하에서 오염화인과 반응시킨 다음 하기 일반식(Ⅴ)의 피리미딘 유도체와 반응시킴을 특징으로 하여 하기 일반식(Ⅰ)로 표시되는 설포닐우레아 유도체를 제조하는 방법.A sulfonyl represented by the following general formula (I), characterized by reacting a carbamate compound of the following general formula (VII) with phosphorus pentachloride in the presence or absence of a solvent and then reacting with a pyrimidine derivative of the general formula (V) Process for preparing urea derivatives. 상기식에서, A는 수소원자, C1-C8알킬기 또는 페닐기이고, B 및 C는 각각 독립적으로 수소원자, 할로겐원자, 니트로기, 또는 니트로기로 치환되어도 좋은 페닐기, C1-C8알킬기, C1-C8알콕시기, 할로겐화 알킬기, CO2R(여기서, R은 C1-C8알킬기, 아릴기 또는 프로파길기를 나타낸다), -CONR1R2(여기서, R1은 C1-C8알킬기 또는 페닐기를 나타내고, R2는 C1-C8알킬기를 나타내거나 R1및 R2가 함께-(CH2)n-, -CH2CH2-O-CH2CH2-, 또는 -CH2CH2N(CH3)CH2CH2-나타내며, 이때 n은 4, 5 또는 6을 나타낸다), -S(O)mR3(여기서, R3은 C1-C8알킬기, 페닐기 또는 아릴알킬기를 나타내고, m은 0, 1 또는 2를 나타낸다), -SO2R4R5(R4는 C1-C8알킬기를 나타내고, R5는 C1-C8알킬기를 나타내거나, 또는 R4, R5가 함께 -(CH2)p-, -CH2CH2-O-CH2CH2-또는 -CH2N(CH3)CH2CH2-를 나타내며, 단 P는 4, 5 또는 6을 나타낸다)을 나타내며, D는 수소원자 또는 C1-C8알킬기를 나타내며, X 및 Y는 독립적으로 수소원자, 할로겐원자, C1-C8알킬기, C1-C8알콕시기, C1-C8알콕시알킬기, -CF3기, C1-C8할로알킬기, 알킬아미노기, 디알킬아미노기,(R6및 R7은 각각 수소원자 또는 C1-C8알킬기를 나타낸다)이거나 또는 X 또는 Y가 Z와 함께 하나의 수소원자를 포함하는 5원환을 형성할 수도 있으며, Z는 질소원자, C-R8(여기서, R8은 수소원자, 할로알킬기 또는 X 또는 Y와 함께 하나의 산소원자를 함유하는 5원환을 형성할 수 있다)를 나타내며, 또한 L은 C1-C8의 알킬기, 알킬에테르기, 알릴기 또는 페닐기등의 이탈기를 나타낸다.Wherein A is a hydrogen atom, a C 1 -C 8 alkyl group or a phenyl group, and B and C are each independently a hydrogen atom, a halogen atom, a nitro group, or a phenyl group which may be substituted with a nitro group, a C 1 -C 8 alkyl group, C 1 -C 8 alkoxy group, halogenated alkyl group, CO 2 R (where R represents C 1 -C 8 alkyl group, aryl group or propargyl group), -CONR 1 R 2 (wherein R 1 is C 1 -C 8 alkyl group or phenyl group, R 2 represents a C 1 -C 8 alkyl group or R 1 and R 2 together represent — (CH 2 ) n —, —CH 2 CH 2 —O—CH 2 CH 2 —, or — CH 2 CH 2 N (CH 3 ) CH 2 CH 2- , wherein n represents 4, 5 or 6, -S (O) mR 3 , wherein R 3 is a C 1 -C 8 alkyl group, a phenyl group or Arylalkyl group, m represents 0, 1 or 2), -SO 2 R 4 R 5 (R 4 represents a C 1 -C 8 alkyl group, R 5 represents a C 1 -C 8 alkyl group, or R 4 , R 5 together are — (CH 2 ) p —, —CH 2 CH 2 —O—CH 2 CH 2 — or —CH 2 N (CH 3 ) CH 2 CH 2- , wherein P represents 4, 5 or 6), D represents a hydrogen atom or a C 1 -C 8 alkyl group, X and Y independently represent a hydrogen atom, a halogen atom, C 1 -C 8 alkyl group, C 1 -C 8 alkoxy group, C 1 -C 8 alkoxyalkyl group, -CF 3 group, C 1 -C 8 haloalkyl group, alkylamino group, dialkylamino group, (R 6 and R 7 each represent a hydrogen atom or a C 1 -C 8 alkyl group) or X or Y may form a 5-membered ring containing one hydrogen atom together with Z, where Z is a nitrogen atom, CR 8 (wherein R 8 may form a hydrogen atom, a haloalkyl group or a 5-membered ring containing one oxygen atom together with X or Y), and L is an alkyl group, alkylether group of C 1 -C 8 Leaving groups such as an allyl group or a phenyl group. 제1항에 있어서, 용매가 벤젠, 톨루엔 또는 클로로벤젠임을 특징으로 하는 방법.The method of claim 1 wherein the solvent is benzene, toluene or chlorobenzene. 제1항에 있어서, 오염화인의 사용량이 출발물질(Ⅶ)에 대하여 1. 5내지 5당량임을 특징으로 하는 방법.The method according to claim 1, wherein the amount of phosphorus pentachloride is 1.5 to 5 equivalents based on the starting material. ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.※ Note: The disclosure is based on the initial application.
KR1019920023999A 1992-12-11 1992-12-11 Process for preparation of sulfonilurea derivatives KR960007530B1 (en)

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KR1019920023999A KR960007530B1 (en) 1992-12-11 1992-12-11 Process for preparation of sulfonilurea derivatives

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KR940014388A true KR940014388A (en) 1994-07-18
KR960007530B1 KR960007530B1 (en) 1996-06-05

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