KR850001187A - Method for preparing basic thioether and salts thereof - Google Patents

Method for preparing basic thioether and salts thereof Download PDF

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Publication number
KR850001187A
KR850001187A KR1019840004164A KR840004164A KR850001187A KR 850001187 A KR850001187 A KR 850001187A KR 1019840004164 A KR1019840004164 A KR 1019840004164A KR 840004164 A KR840004164 A KR 840004164A KR 850001187 A KR850001187 A KR 850001187A
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South Korea
Prior art keywords
base
general formula
formula
necessary
hydrochloride
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KR1019840004164A
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Korean (ko)
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KR910007966B1 (en
Inventor
카츠트레이너 엔드레 (외 15)
Original Assignee
이스트반 차보,괸지베르 페렌찌
리크터 게데온 베게스제리 기아르 알. 티.
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Priority claimed from HU251583A external-priority patent/HU193497B/en
Priority claimed from HU251483A external-priority patent/HU193496B/en
Application filed by 이스트반 차보,괸지베르 페렌찌, 리크터 게데온 베게스제리 기아르 알. 티. filed Critical 이스트반 차보,괸지베르 페렌찌
Publication of KR850001187A publication Critical patent/KR850001187A/en
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Publication of KR910007966B1 publication Critical patent/KR910007966B1/en

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    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/335—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin
    • A61K31/34—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having five-membered rings with one oxygen as the only ring hetero atom, e.g. isosorbide
    • A61K31/341—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having five-membered rings with one oxygen as the only ring hetero atom, e.g. isosorbide not condensed with another ring, e.g. ranitidine, furosemide, bufetolol, muscarine
    • 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
    • C07D307/52—Radicals substituted by nitrogen atoms not forming part of a nitro radical

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Medicinal Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Veterinary Medicine (AREA)
  • Epidemiology (AREA)
  • Furan Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)

Abstract

내용 없음No content

Description

염기성 티오에테르 및 그의 염의 제조방법Method for preparing basic thioether and salts thereof

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

Claims (5)

a) 하기 일반식(II)의 2-[(2-아미노에틸)-티오메틸]-5-디메틸아미노메틸푸란의 모노히드로클로라이드와 하기 일반식(III)의 1-메틸티오-1-메틸아미노-2-니트로 에틸렌을 임의로 물 및/또는 유기용매 존재하에 반응시키거나, 또는 b) 하기 일반식(IV)의 5-디메틸아미노메틸-2-푸르푸릴 알콜의 히드로클로라이드와 시스테아민 히드로 클로라이드를 50 내지 120℃온도에서 용매를 첨가하지 않고, 필요하다면 불활성유기 희석제를 첨가하면서 촉매량의 무기산 및 임의로 유기산(pKa 및 : 0~2) 존재하에서, 또는 상기 반응 조건하에서 무기산 및 임의로 유기산(pKa 및 : 0~2)을 제공하는 물질 촉매량 존재하에서 반응시킨 다음, 필요하다면 수득된 일반식(II) 염기의 디히드로 클로라이드를 분리시키고 그리고/또는 그로부터 일반식(II) 염기의 모노히드로클로라이드를 유리시키고 임의로 분리시킴이 없이 일반식(III)의 1-메틸티오-1-메틸아미노-2-니트로에틸렌과 반응시키고, 필요하다면 방법 a) 또는 b)에 의해 제조된 일반식(I) 염기의 히드로클로라이드를 분리 및 정제하고, 그리고/또는 필요하다면 그로부터 일반식(I) 의 염기를 유리시키고, 그리고/또는 필요하다면 정제하고 그의 히드로클로라이드로 전환시킴을 특징으로 하는 하기 일반식(I)의 1-{2-[5-디메틸아미노 메틸-2-푸릴메틸티오)-에틸]}-아미노-1-메틸아미노-2-니트로 에틸렌의 히드로클로라이드의 제조방법 및 필요하다면 이 화합물을 일반식(I)의 염기로 전환시키는 방법.a) Monohydrochloride of 2-[(2-aminoethyl) -thiomethyl] -5-dimethylaminomethylfuran of the following general formula (II) and 1-methylthio-1-methylamino of the following general formula (III) 2-nitroethylene is optionally reacted in the presence of water and / or an organic solvent, or b) hydrochloride and cysteamine hydrochloride of 5-dimethylaminomethyl-2-furfuryl alcohol of the following general formula (IV) Inorganic and optionally organic acids (pKa and :) in the presence of catalytic amounts of inorganic acids and optionally organic acids (pKa and: 0-2), or under the above reaction conditions, without adding a solvent at a temperature of 50 to 120 ° C., but if necessary adding an inert organic diluent. After reaction in the presence of a catalytic amount of the substance providing 0 to 2), if necessary, the dihydrochloride of the general formula (II) base obtained is separated and / or free from the monohydrochloride of the general formula (II) base. And reacted with 1-methylthio-1-methylamino-2-nitroethylene of general formula (III) without any separation, if necessary, to a hydro of general formula (I) base prepared by process a) or b). 1- of formula (I), characterized by separating and purifying chlorides and / or freeing the base of formula (I) therefrom, if necessary, and / or purifying and converting to hydrochloride thereof, if necessary. Process for preparing hydrochloride of {2- [5-dimethylamino methyl-2-furylmethylthio) -ethyl]}-amino-1-methylamino-2-nitroethylene and, if necessary, the compound of formula (I) How to convert to base. 제1항에 있어서, 방법 b)에서 무기산과 비슷한 세기의 유기산으로서 파라톨루엔 술폰산을 사용하는 방법.A process according to claim 1, wherein paratoluene sulfonic acid is used as the organic acid of similar strength to the inorganic acid in method b). 제1항에 있어서, 방법 b)에서 촉매량의 무기산을 제공하는 화합물로서 티오닐클로라이드를 사용하는 방법.2. Process according to claim 1, wherein thionyl chloride is used as a compound to give a catalytic amount of an inorganic acid in process b). 제1 내지 3항중 어느 하나에 있어서, 일반식(II)의 염기의 모노히드로 클로라이드와 일반식(III)의 1-메틸티오-메틸아미노-2-니트로에틸렌을 20 내지 90℃ 온도에서 반응시키는 방법.The method according to any one of claims 1 to 3, wherein the monohydrochloride of the base of formula (II) and 1-methylthio-methylamino-2-nitroethylene of formula (III) are reacted at a temperature of 20 to 90 ° C. . 하기 일반식(IV) 의 5-디메틸아미노 메틸-2-푸르푸릴 알콜의 히드로클로라이드와 시스테아민 히드로클로라이드를 20 내지 120℃의 온도에서 용매를 첨가하지 않고, 필요하다면 불활성 유기희석제를 첨가하고, 촉매량의 무기산 및 임의로 유기산(pKa 및 : 0~2) 존재하에, 또는 상술한 조건하에서 무기산 및 임의로 유기산(pKa 및 : 0~2)을 제공하는 물질촉매량 존재하에 반응시킨 다음, 필요하다면 수득된 일반식(II)의 염기의 디히드로클로라이드를 분리시키고 그리고/또는 그로부터 하기 일반식(II)의 염기를 유리시키고, 그리고/또는 필요하다면 모노히드로 클로라이드 염으로 전환시킴을 특징으로 하는 신규의 일반식(II) 2-[(2-아미노에틸)-티오메틸]-5-디메틸아미노 메틸푸란의 디히드로클로라이드의 제조방법 및 이 화합물을 일반식(II)의 염기 및/또는 신규의 그의 모노히드로클로라이드로 전환시키는 방법.Hydrochloride and cysteamine hydrochloride of 5-dimethylamino methyl-2-furfuryl alcohol of the following general formula (IV) are not added with a solvent at a temperature of 20 to 120 ° C., and an inert organic diluent is added if necessary, Reaction in the presence of a catalytic amount of inorganic acid and optionally organic acids (pKa and 0-2) or in the presence of a catalytic amount of material which provides inorganic acids and optionally organic acids (pKa and 0-2) under the conditions described above, A novel general formula characterized by separating the dihydrochloride of the base of formula (II) and / or freeing therefrom the base of formula (II) and / or converting it to a monohydrochloride salt if necessary ( II) A process for the preparation of dihydrochloride of 2-[(2-aminoethyl) -thiomethyl] -5-dimethylamino methylfuran and the compounds of the base and / or novel To monohydrochloride. ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.※ Note: The disclosure is based on the initial application.
KR1019840004164A 1983-07-15 1984-07-14 Process for preparing basic thioethers and the salts thereof KR910007966B1 (en)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
HU251583A HU193497B (en) 1983-07-15 1983-07-15 Process for preparing sanitidine hydrogen halogenides
HU2515/83 1983-07-15
HU2514/83 1983-07-15
HU251483A HU193496B (en) 1983-07-15 1983-07-15 Process for production of basic tioether and it salts i

Publications (2)

Publication Number Publication Date
KR850001187A true KR850001187A (en) 1985-03-16
KR910007966B1 KR910007966B1 (en) 1991-10-04

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Application Number Title Priority Date Filing Date
KR1019840004164A KR910007966B1 (en) 1983-07-15 1984-07-14 Process for preparing basic thioethers and the salts thereof

Country Status (13)

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KR (1) KR910007966B1 (en)
AR (1) AR242029A1 (en)
AT (1) AT389873B (en)
CA (1) CA1279328C (en)
CS (1) CS248717B2 (en)
DK (1) DK162525C (en)
ES (1) ES8602732A1 (en)
FI (1) FI88157C (en)
MX (1) MX159694A (en)
NO (1) NO842904L (en)
SE (1) SE457082B (en)
SU (1) SU1384197A3 (en)
YU (1) YU45634B (en)

Family Cites Families (17)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1565966A (en) * 1976-08-04 1980-04-23 Allen & Hanburys Ltd Aminoalkyl furan derivatives
JPS56103171A (en) * 1980-01-08 1981-08-18 Glaxo Group Ltd Manufacture of furan derivative
FI811376L (en) * 1980-05-13 1981-11-14 Crc Ricerca Chim PROCEDURE FOR FRAMSTATING AV N- / 2 - /// 5- (DIALKYLAMINO) -METHYL-2-FURANYL / -METHYL / -THIO / EECL / -N'-ALKYL-2-NITRO-1,1-ETENDIAMINER OCH DERAS MELLANPRODUKTER
ES8200358A1 (en) * 1980-09-30 1981-11-01 Inke Sa PROCEDURE FOR OBTAINING N-2-5- (DIMETHYLAMINE) METHYL-2-FURANIL METHYL THIO-N-METHYL-2-NITRO-1,1-ETHENODIAMINE. (Machine-translation by Google Translate, not legally binding)
IL63968A (en) * 1980-10-01 1985-10-31 Glaxo Group Ltd Form 2 ranitidine hydrochloride,its preparation and pharmaceutical compositions containing it
ES8200101A1 (en) * 1980-12-03 1981-10-16 Inke Sa Procedure for the obtaining of N- (2- (((5- ((dimethylamino) methyl) -2-furanil) methyl) tio) ethyl) -n'-methyl-2-nitro-1,1-etenodyamine (Machine-translation by Google Translate, not legally binding)
ES8200674A1 (en) * 1980-12-13 1981-11-16 Parellada Llauger Miguel Procedure for the obtaining of N- (2 - ((5 - ((dimethylamine) methyl) furfuril) tio) ethyl) -n'-methyl -2- nitro-1,1- etenodyamine (Machine-translation by Google Translate, not legally binding)
DK153481C (en) * 1980-12-30 1989-06-05 Glaxo Group Ltd PROCEDURE FOR THE PREPARATION OF RANITIDIN
DE3170346D1 (en) * 1980-12-30 1985-06-05 Glaxo Group Ltd Process for the preparation of a furan derivative
US4399293A (en) * 1981-02-20 1983-08-16 Glaxo Group Limited Process for the preparation of a furan derivative
ES501844A0 (en) * 1981-05-02 1982-11-01 Especialidades Farmaco Terape PROCEDURE FOR THE OBTAINING OF A COMPOUND DERIVED FROM ALCOHOL FURFURILICO
AR229878A1 (en) * 1981-05-07 1983-12-30 Glaxo Group Ltd PROCEDURE FOR PREPARING RANITIDINE
ES502940A0 (en) * 1981-06-10 1982-11-01 Lafarquim PROCEDURE FOR OBTAINING DERIVATIVES OF FURIL METHYL MERCAPTAN AND ITS SALTS OF PHARMACOLOGICAL INTEREST
ES507360A0 (en) * 1981-11-20 1982-11-16 Especialidades Latinas Medic U PROCEDURE FOR OBTAINING N- (2-5-DIMETHYLAMINE, METHYL-2-FURANIL-METHYL-THIO-ETHYL-N'-METHYL-S-NITRO-ETHANE-DIAMINE.
ES508693A0 (en) * 1982-01-13 1982-11-01 Barisintex Sa "PROCEDURE FOR OBTAINING AMINOALKILFURAN DERIVATIVES".
ES511830A0 (en) * 1982-04-30 1983-02-01 Inke Sa PROCEDURE FOR OBTAINING N-2- (5- (DIMETILANMINO) METHYL-2-FURANIL) METHYL) THIO) ETHYL) -N'-METHYL-2-NITRO-1,1-ETHENO-DIAMINE.
ES512315A0 (en) * 1982-05-19 1983-02-01 Tabah Papo Marcelo PROCEDURE FOR THE OBTAINING OF A NEW FURANIC DERIVATIVE OF THERAPEUTIC INTEREST.

Also Published As

Publication number Publication date
SE8403717L (en) 1985-01-16
MX159694A (en) 1989-08-07
YU122484A (en) 1986-10-31
SE457082B (en) 1988-11-28
NO842904L (en) 1985-01-16
AR242029A1 (en) 1993-02-26
ES534363A0 (en) 1985-12-01
FI88157B (en) 1992-12-31
CS248717B2 (en) 1987-02-12
AT389873B (en) 1990-02-12
ES8602732A1 (en) 1985-12-01
DK162525C (en) 1992-03-30
ATA227284A (en) 1989-07-15
SE8403717D0 (en) 1984-07-13
DK345284A (en) 1985-01-16
KR910007966B1 (en) 1991-10-04
CA1279328C (en) 1991-01-22
SU1384197A3 (en) 1988-03-23
DK162525B (en) 1991-11-11
FI842822A (en) 1985-01-16
DK345284D0 (en) 1984-07-13
FI88157C (en) 1993-04-13
YU45634B (en) 1992-07-20
FI842822A0 (en) 1984-07-13

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