KR860000255A - Method for preparing amine derivative - Google Patents

Method for preparing amine derivative Download PDF

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Publication number
KR860000255A
KR860000255A KR1019850004197A KR850004197A KR860000255A KR 860000255 A KR860000255 A KR 860000255A KR 1019850004197 A KR1019850004197 A KR 1019850004197A KR 850004197 A KR850004197 A KR 850004197A KR 860000255 A KR860000255 A KR 860000255A
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South Korea
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compound
formula
process according
methyl
general formula
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KR1019850004197A
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Korean (ko)
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KR870002019B1 (en
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프레데릭 시거 죤 (외 1)
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베리 앤소니 뉴섬
글락소그룹 리미티드
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C331/00—Derivatives of thiocyanic acid or of isothiocyanic acid
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D307/38—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Furan Compounds (AREA)
  • Catalysts (AREA)
  • Electromechanical Clocks (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

내용 없음No content

Description

아민유도체의 제조방법Method for preparing amine derivative

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

Claims (15)

용매로서 디메틸 설폭사이드의 존재하에 메틸이소티오시아네이트를 니트로메탄의 카바니온과 반응시키는 것을 특징으로 하는, 다음 일반식(Ⅰ)의 화합물의 제조방법.A process for producing a compound of formula (I) wherein methylisothiocyanate is reacted with carbanion of nitromethane in the presence of dimethyl sulfoxide as a solvent. 상기의 일반식에서, Q는 동일 반응계내에서 니트로메탄의 카바니온을 발생시키는데에 사용하는 적합한 염기에서 유도한 양이온을 나타낸다.In the above general formula, Q represents a cation derived from a suitable base used to generate carbanion of nitromethane in situ. 제1항에 있어서, 디메틸 설폭사이드를 보조용매와 함께 사용하는 제조방법.The process according to claim 1, wherein dimethyl sulfoxide is used together with a cosolvent. 제1항 또는 제2항에 있어서, 염기가 알카리 금속 하이드록사이드인 제조방법.The process according to claim 1 or 2, wherein the base is an alkali metal hydroxide. 제3항에 있어서, 염기가 수용액으로 사용하는 알카리 금속 하이드록사이드인 제조방법.The method according to claim 3, wherein the base is an alkali metal hydroxide used as an aqueous solution. 제3항 또는 제4항에 있어서, 알카리금속 하이드록 사이드가 수산화 칼륨인 제조방법.The process according to claim 3 or 4, wherein the alkali metal hydroxide is potassium hydroxide. 제1항 또는 제2항에 있어서, 염기가 알카리 금속하이드라이드 또는 알카리금속 알콕사이드인 제조방법.The process according to claim 1 or 2, wherein the base is an alkali metal hydride or an alkali metal alkoxide. 제6항에 있어서, 염기가 수소화나트륨 또는 칼륨 3급-부톡사이드인 제조방법.7. A process according to claim 6 wherein the base is sodium hydride or potassium tert-butoxide. 제1항에서 정의한 일반식(Ⅰ)의 화합물을 제1항 내지 제7항 중 어느 한항의 방법으로 제조한 다음, 이어서 일반식(Ⅰ)의 화합물을 적합한 알킬화제와 반응시켜 일반식(Ⅱ)의 N-메틸-1-알킬티오-2-니트로에텐아민 유도체를 제조하는 방법.A compound of formula (I) as defined in claim 1 is prepared by the method of any one of claims 1 to 7, and then the compound of formula (I) is reacted with a suitable alkylating agent to Process for preparing N-methyl-1-alkylthio-2-nitroethenamine derivatives. 상기의 일반식에서, Q는 상기의 정의와 동일하며, R1은 C1-4알킬그룹을 나타낸다.In the above general formula, Q is the same as defined above, and R 1 represents a C 1-4 alkyl group. 다음 일반식(Ⅰ)의 화합물을 적합한 알킬화제와 반응시킴을 특징으로 하는, 다음 일반식(Ⅱ)의 N-메틸-1-알킬티오-2-니트로에텐아민 유도체의 제조방법.A process for preparing an N-methyl-1-alkylthio-2-nitroethenamine derivative of the following general formula (II), characterized by reacting a compound of the general formula (I) with a suitable alkylating agent. 상기의 일반식에서, Q는 수소, 또는 적합한 염기에서 유도한 양이온을 나타내며, R1은 상기의 정의와 동일하다.In the general formula above, Q represents hydrogen or a cation derived from a suitable base, and R 1 is as defined above. 제8항에 있어서, 알킬화제와의 반응을 동일 반응계내에서 제조한 일반식(Ⅰ)의 화합물 상에서 행하는 제조방법.The process according to claim 8, wherein the reaction with the alkylating agent is carried out on a compound of the general formula (I) prepared in situ. 제8항 내지 제10항중 어느 항에 있어서, 알킬화제가 알킬 할라이드 또는 디알킬 설페이트인 제조방법.The process according to claim 8, wherein the alkylating agent is an alkyl halide or dialkyl sulfate. R1이 메틸인 일반식(Ⅱ)의 화합물을 제조하기 위한 제8항 내지 제11항 중 어느 한항에 있어서, 알킬화제가 메틸아이오다이드 또는 디메틸 설페이트인 제조방법.The process according to any one of claims 8 to 11, wherein the alkylating agent is methyl iodide or dimethyl sulphate for preparing a compound of formula (II) wherein R 1 is methyl. 제8항에서 정의한 일반식(Ⅱ)의 N-메틸-1-알킬티오-2-니트로에탄아민 유도체를 제8항 내지 제12항중 어느 한 항의 방법으로 제조한 다음, 이어서 일반식(Ⅱ)의 유도체를 적합한 아민과 반응시키는 것을 특징으로 하는 -NHC(=CHNO2)NHCH3말단그룹을 함유하는 화합물의 제조방법.N-methyl-1-alkylthio-2-nitroethanamine derivatives of formula (II) as defined in claim 8 are prepared by the method of any one of claims 8 to 12, and then of formula (II) A process for preparing a compound containing a -NHC (= CHNO 2 ) NHCH 3 end group, characterized in that the derivative is reacted with a suitable amine. 제13항에 있어서, -NHC(=CHNO2)NHCH3말단그룹을 함유하는 화합물이 라니티딘이고, 아민이 2-[5-(N,N-디메틸아미노메틸)-2-푸란메틸티오]에틸아민인 제조방법.The compound according to claim 13, wherein the compound containing -NHC (= CHNO 2 ) NHCH 3 end group is ranitidine and the amine is 2- [5- (N, N-dimethylaminomethyl) -2-furanmethylthio] ethylamine Phosphorus manufacturing method. 제14항에 있어서, 일반식(Ⅱ)의 화합물이 N-메틸-1-메틸티오-2-니트로에텐아민인 제조방법.The production method according to claim 14, wherein the compound of formula (II) is N-methyl-1-methylthio-2-nitroethenamine. ※ 참고사항 : 최초출원내용에 의하여 공개하는 것임.※ Note: The disclosure is based on the initial application.
KR1019850004197A 1984-06-15 1985-06-14 Process for preparation of amine derivatives KR870002019B1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB848415254A GB8415254D0 (en) 1984-06-15 1984-06-15 Amine derivatives
GB8415254 1984-06-15

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KR860000255A true KR860000255A (en) 1986-01-27
KR870002019B1 KR870002019B1 (en) 1987-11-30

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JP (2) JPH0643382B2 (en)
KR (1) KR870002019B1 (en)
AT (1) AT395974B (en)
BE (1) BE902655A (en)
CA (1) CA1256454A (en)
CH (1) CH667871A5 (en)
DE (1) DE3521456A1 (en)
DK (1) DK170067B1 (en)
ES (1) ES8705359A1 (en)
FI (1) FI82239C (en)
FR (1) FR2565972B1 (en)
GB (2) GB8415254D0 (en)
HU (1) HU198179B (en)
IE (1) IE58606B1 (en)
IL (1) IL75523A (en)
IT (1) IT1209960B (en)
NL (1) NL8501727A (en)
NO (1) NO162461C (en)
PT (1) PT80643B (en)
SE (1) SE462913B (en)
SG (1) SG92590G (en)
ZA (1) ZA854502B (en)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
HU9203905D0 (en) * 1989-04-05 1993-04-28 Glaxo Group Ltd Method for producing ranitidine
EP0396830B1 (en) * 1989-05-10 1993-10-27 Council of Scientific and Industrial Research An improved process for the preparation of 1-substituted amino-1-substituted thio-2-nitro alkenes
US5686588A (en) * 1995-08-16 1997-11-11 Yoo; Seo Hong Amine acid salt compounds and process for the production thereof
YU52598A (en) * 1998-11-19 2001-05-28 D.D. Zdravlje- sektor za istraživanje i razvoj Procedure for synthesis of n-[2[[[5-[ (dialkylamino)methyl] -2-furanil]methyl]thi0]etyl]-n'-alkyl-2-nitro 1,1 alkendiamine and its hydrochloride

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1421792A (en) * 1973-05-17 1976-01-21 Smith Kline French Lab Heterocyclic substituted-1, 1-diamino-ethylene derivatives methods for their preparation and compositions containing them
GB1554153A (en) * 1975-05-15 1979-10-17 Smith Kline French Lab Process for making 2-amino-2-alkylthionitroethylenes
GB1565966A (en) 1976-08-04 1980-04-23 Allen & Hanburys Ltd Aminoalkyl furan derivatives

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FI852366L (en) 1985-12-16
FR2565972B1 (en) 1989-05-19
SG92590G (en) 1991-01-18
ZA854502B (en) 1986-02-26
JPH0643382B2 (en) 1994-06-08
IE58606B1 (en) 1993-10-20
JPS6117557A (en) 1986-01-25
NO852418L (en) 1985-12-16
DE3521456C2 (en) 1993-04-29
PT80643B (en) 1987-11-30
DK270585D0 (en) 1985-06-14
ES8705359A1 (en) 1987-05-01
IL75523A (en) 1990-12-23
SE8502973D0 (en) 1985-06-14
DK170067B1 (en) 1995-05-15
NO162461B (en) 1989-09-25
NL8501727A (en) 1986-01-02
GB8515195D0 (en) 1985-07-17
IE851484L (en) 1986-01-15
IL75523A0 (en) 1985-10-31
SE462913B (en) 1990-09-17
NL194440C (en) 2002-04-04
FR2565972A1 (en) 1985-12-20
ATA178085A (en) 1992-09-15
FI82239C (en) 1991-02-11
JPH06211824A (en) 1994-08-02
CA1256454A (en) 1989-06-27
GB8415254D0 (en) 1984-07-18
DK270585A (en) 1985-12-16
HUT38305A (en) 1986-05-28
IT1209960B (en) 1989-08-30
JPH06102656B2 (en) 1994-12-14
DE3521456A1 (en) 1986-01-09
NO162461C (en) 1990-01-03
NL194440B (en) 2001-12-03
FI852366A0 (en) 1985-06-14
SE8502973L (en) 1985-12-16
GB2160204B (en) 1988-09-01
HU198179B (en) 1989-08-28
FI82239B (en) 1990-10-31
GB2160204A (en) 1985-12-18
PT80643A (en) 1985-07-01
AT395974B (en) 1993-04-26
ES544214A0 (en) 1987-05-01
IT8548213A0 (en) 1985-06-13
KR870002019B1 (en) 1987-11-30
CH667871A5 (en) 1988-11-15
BE902655A (en) 1985-12-16

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