KR890008120A - Method for preparing 2-guanidinothiazole derivatives - Google Patents

Method for preparing 2-guanidinothiazole derivatives Download PDF

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Publication number
KR890008120A
KR890008120A KR870013045A KR870013045A KR890008120A KR 890008120 A KR890008120 A KR 890008120A KR 870013045 A KR870013045 A KR 870013045A KR 870013045 A KR870013045 A KR 870013045A KR 890008120 A KR890008120 A KR 890008120A
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South Korea
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formula
group
compound
iii
preparing
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KR870013045A
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Korean (ko)
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KR900006556B1 (en
Inventor
보드 피터
디알.하르산니아이 칼만
아가이네 크손고르 에바
디알.트리스클레르 페렌크
복스크 에릭
Original Assignee
라즐로 스자보, 괸지베르 페렌치
리크터 게데온 베게스제티 기아르 알티
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Publication of KR890008120A publication Critical patent/KR890008120A/en
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Publication of KR900006556B1 publication Critical patent/KR900006556B1/en

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
    • C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D277/22—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C07D277/28—Radicals substituted by nitrogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
    • C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole 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
    • C07D277/38—Nitrogen atoms
    • C07D277/50—Nitrogen atoms bound to hetero atoms

Abstract

내용 없음No content

Description

2-구아니디노티아졸 유도체의 제조방법Method for preparing 2-guanidinothiazole derivatives

본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음Since this is an open matter, no full text was included.

Claims (3)

하기 일반식(Ⅰ)의 2-구아니디노티아졸 유도체뿐 아니라 그의 염을 제조하는 방법으로서, 이하의 a), b1) 및 b2)로 구성됨을 특징으로 하는 방법.A method for preparing not only 2 - guanidinothiazole derivatives of general formula (I) but also salts thereof, comprising the following a), b 1 ) and b 2) . [식중, Y는 식(Ⅱ)의 기 또는 식 -CH2-CH2-CN(Ⅲ)의 기를 의미한다.][Wherein Y is an expression A group of (II) or a group of the formula -CH 2 -CH 2 -CN (III).] a) 용매, 바람직하게는 아세톤 내에서 그리고 상기 용매에 가용성인 요오드화물 촉매, 바람직하게는 소듐 요오다이드의 존재하에 식(Ⅳ)의 아미디노티오우레아를 1,3-디할로아세톤으로 고리화시키고, 분리없이, 수득된 식(V)의 할로겐 유도체를 물의 존재하에 티오우레아와 반응시켜, Y가 식(Ⅱ)의 기를 의미하는 식(Ⅰ)의 화합물을 얻는다.a) cyclization of the amidinothiourea of formula (IV) to 1,3-dihaloacetone in the presence of a iodide catalyst, preferably sodium iodide, soluble in a solvent, preferably acetone And without separation, the halogen derivative of formula (V) obtained is reacted with thiourea in the presence of water to obtain a compound of formula (I), wherein Y represents a group of formula (II). [식들중, X는 할로겐을 나타낸다.][Wherein X represents halogen.] b1) 용매, 바람직하게는 아세톤내에서 그리고 상기 용매에 가용성인 요오드화물 촉매, 바람직하게는 소듐 요오다이드의 존재하에 식(Ⅳ)의 아미디노티오우레아를 1,3-디할로아세톤으로 고리화시킨 다음, 분리없이, 수득된 X가 할로겐인 식(Ⅴ)의 할로겐 유도체를 물의 존재하에 티오우레아와 반응시킨후, 알칼리성 함수 알카놀 매질내에서 아크릴로니트릴로 S-시아노에틸화시켜, Y가 식(Ⅲ)의 기를 의미하는 식(Ⅰ)의 화합물을 얻는다. b2) 알칼리성 함수 알카놀 매질내에서, 출발물질로서 Y가 식(Ⅱ)의 기를 의미하는 식(Ⅰ)의 화합물을 아크릴로니트릴로 S-시아노에틸화시켜, Y가 식(Ⅲ)의 기를 의미하는 식(Ⅰ)의 화합물을 수득한다.b 1 ) ring the amidinothiourea of formula (IV) to 1,3-dihaloacetone in the presence of a solvent, preferably an iodide catalyst, preferably sodium iodide, which is soluble in the solvent And then without separation, the halogen derivative of formula (V) wherein X obtained is halogen is reacted with thiourea in the presence of water and then S-cyanoethylated with acrylonitrile in an alkaline hydrous alkanol medium, The compound of formula (I) is obtained in which Y represents a group of formula (III). b2) In an alkaline hydrous alkanol medium, the compound of formula (I) wherein Y represents a group of formula (II) as a starting material is subjected to S-cyanoethylation with acrylonitrile, where Y is a group of formula (III). Obtaining the compound of formula (I) means. 제 1 항에 있어서, 요오드화물 촉매를 1 내지 10몰%의 양, 바람직하게는 4 내지 6몰%의 양 내에서 사용하는, 일반식(Ⅰ)의 2-구아니디노티아졸 유도체 및 그의 염의 제조방법.2. The 2-guanidinothiazole derivatives of general formula (I) according to claim 1, wherein the iodide catalyst is used in an amount of 1 to 10 mol%, preferably 4 to 6 mol%. Manufacturing method. 제 1 항 또는 제 2 항에 있어서, 20℃와 50℃ 사이의 온도에서, Y가 식(Ⅲ)의 기를 의미하는 일반식(Ⅰ)의 화합물을 형성하는, 일반식(Ⅰ)의 2-구아니디노티아졸 유도체 및 그의 염의 제조방법.The two-sphere of formula (I) according to claim 1 or 2, wherein at a temperature between 20 ° C and 50 ° C, Y forms a compound of formula (I) meaning a group of formula (III). Anidinothiazole derivatives and methods for preparing the salts thereof. ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.※ Note: The disclosure is based on the initial application.
KR1019870013045A 1986-11-12 1987-11-19 Process for preparing 2-guanidinothiazole derivatives KR900006556B1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
HU4658/86 1986-11-12
HU864658A HU195959B (en) 1986-11-12 1986-11-12 Process for producing 2-guanidino-thiazole derivatives

Publications (2)

Publication Number Publication Date
KR890008120A true KR890008120A (en) 1989-07-08
KR900006556B1 KR900006556B1 (en) 1990-09-13

Family

ID=10968597

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Application Number Title Priority Date Filing Date
KR1019870013045A KR900006556B1 (en) 1986-11-12 1987-11-19 Process for preparing 2-guanidinothiazole derivatives

Country Status (14)

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KR (1) KR900006556B1 (en)
AR (1) AR243874A1 (en)
AT (1) AT389510B (en)
CA (1) CA1323032C (en)
CS (1) CS268693B2 (en)
DK (1) DK169966B1 (en)
ES (1) ES2005441A6 (en)
FI (1) FI84912C (en)
GR (1) GR871696B (en)
HU (1) HU195959B (en)
NO (1) NO167387C (en)
PT (1) PT86113B (en)
SU (1) SU1678205A3 (en)
YU (1) YU46086B (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5856500A (en) * 1997-03-11 1999-01-05 Albemarle Corporation Synthesis of thiazole derivatives
US5731442A (en) * 1997-03-11 1998-03-24 Albemarle Corporation Synthesis of thiazole derivatives

Also Published As

Publication number Publication date
PT86113A (en) 1987-12-01
ES2005441A6 (en) 1989-03-01
AR243874A1 (en) 1993-09-30
NO874698D0 (en) 1987-11-11
NO167387B (en) 1991-07-22
NO874698L (en) 1988-05-13
YU204987A (en) 1988-10-31
PT86113B (en) 1990-08-31
DK587287A (en) 1988-05-13
FI875003A (en) 1988-06-13
SU1678205A3 (en) 1991-09-15
AT389510B (en) 1989-12-27
GR871696B (en) 1987-12-08
ATA277087A (en) 1989-05-15
FI875003A0 (en) 1987-11-12
DK587287D0 (en) 1987-11-10
FI84912C (en) 1992-02-10
DK169966B1 (en) 1995-04-18
YU46086B (en) 1992-12-21
CA1323032C (en) 1993-10-12
NO167387C (en) 1991-10-30
FI84912B (en) 1991-10-31
HU195959B (en) 1988-08-29
CS268693B2 (en) 1990-04-11
CS810187A2 (en) 1989-07-12
KR900006556B1 (en) 1990-09-13

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