GB606193A - Improvements in or relating to thiophene compounds and processes of preparing the same - Google Patents

Improvements in or relating to thiophene compounds and processes of preparing the same

Info

Publication number
GB606193A
GB606193A GB22786/45A GB2278645A GB606193A GB 606193 A GB606193 A GB 606193A GB 22786/45 A GB22786/45 A GB 22786/45A GB 2278645 A GB2278645 A GB 2278645A GB 606193 A GB606193 A GB 606193A
Authority
GB
United Kingdom
Prior art keywords
mixture
acylamido
tetrahydrothiophene
esters
equilibrants
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
GB22786/45A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Merck and Co Inc
Original Assignee
Merck and Co Inc
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Merck and Co Inc filed Critical Merck and Co Inc
Publication of GB606193A publication Critical patent/GB606193A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D333/00Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
    • C07D333/26Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom 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
    • C07D333/30Hetero atoms other than halogen
    • C07D333/36Nitrogen atoms

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

2 - (41 - Carboxy - butylidene) - 3 : 4 - di - (acyl - amido)-tetrahydrothiophene esters and their equilibrants, 2 - (41 - carboxybutyl) - 3 : 4 - di - acylamido)-4 : 5-dihydrothiophene esters of the general formul <FORM:0606193/IV(b)/1> and <FORM:0606193/IV(b)/2> wherein R and R1 are acyl groups and R11 is hydrogen, alkyl, aryl or aralkyl are obtained as a mixture of equilibrants by treating an ester of 2 - (41 - carboxybutylidene) - 3 - isonitroso - 4 - acylamido-tetrahydrothiophene with an acylating-reducing agent, e.g. a mixture of zinc, a lower aliphatic acid and a lower aliphatic acid anhydride. In an example, 2-(41-carbomethoxybutylidene) - 3 - isonitroso - 4 - benzamido - tetrahydrothiophene is converted into a mixture of two stereoisomeric racemates of the 3-acetamido-compound with zinc, acetic acid and acetic anhydride. When saponified with warm alkali in aqueous alcohol, followed by acidification of the mixture, the corresponding acids are obtained. Other 4-acylamido substituents are acetamido and propionamido, whilst the ester group may be methyl, ethyl, propyl, butyl or other lower alkyl, and phenyl, benzyl and other aryl or arylalkyl esters. Specifications 606,192 and 606,196 are referred to.
GB22786/45A 1944-09-16 1945-09-04 Improvements in or relating to thiophene compounds and processes of preparing the same Expired GB606193A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US606193XA 1944-09-16 1944-09-16

Publications (1)

Publication Number Publication Date
GB606193A true GB606193A (en) 1948-08-10

Family

ID=22030664

Family Applications (1)

Application Number Title Priority Date Filing Date
GB22786/45A Expired GB606193A (en) 1944-09-16 1945-09-04 Improvements in or relating to thiophene compounds and processes of preparing the same

Country Status (1)

Country Link
GB (1) GB606193A (en)

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