GB606189A - Improvements in or relating to thiophene compounds and processes for preparing the same - Google Patents

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

Info

Publication number
GB606189A
GB606189A GB22782/45A GB2278245A GB606189A GB 606189 A GB606189 A GB 606189A GB 22782/45 A GB22782/45 A GB 22782/45A GB 2278245 A GB2278245 A GB 2278245A GB 606189 A GB606189 A GB 606189A
Authority
GB
United Kingdom
Prior art keywords
keto
metal
ester
derivative
treating
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
GB22782/45A
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 GB606189A publication Critical patent/GB606189A/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
    • C07D333/38Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)

Abstract

2-Carbalkoxy-3-keto-4-acylamido-tetrahydrothiophenes and their 2-alkali metal and 2-alkaline earth metal derivatives of the formula <FORM:0606189/IV(b)/1> wherein R is an acyl group, R1 is an alkyl, aryl or aralkyl group and X is hydrogen, an alkali metal or an alkaline earth metal are obtained by treating a 2-acylamido-3-carboxymethylmercaptopropanoic di-ester, preferably in an aliphatic alcoholic reaction medium, with an alkali metal alcoholate or an alkaline earth metal alcoholate. Upon treating the metal derivative thus obtained with dilute acid at room temperature (30 DEG C.) or below, the corresponding free ester can be obtained. By treating either the metal derivative or the free ester with reagents showing reactivity towards the keto group other derivatives are produced, e.g. the oxime, aryl hydrazone, semi-carbazone and simple keto-addition products. In an example, the 2-sodium derivative of 2-carbomethoxy-3-keto-4-benzamido-tetrahydrothiophene is produced, from which is obtained the oxime and the phenyl hydrazone after hydrolysis to the ester whilst the semi-carbazide and nitrophenylhydrazone may be produced directly from the metal derivative. Specifications 606,188 and 606,196 are referred to.
GB22782/45A 1944-09-16 1945-09-04 Improvements in or relating to thiophene compounds and processes for preparing the same Expired GB606189A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US606189XA 1944-09-16 1944-09-16

Publications (1)

Publication Number Publication Date
GB606189A true GB606189A (en) 1948-08-10

Family

ID=22030658

Family Applications (1)

Application Number Title Priority Date Filing Date
GB22782/45A Expired GB606189A (en) 1944-09-16 1945-09-04 Improvements in or relating to thiophene compounds and processes for preparing the same

Country Status (1)

Country Link
GB (1) GB606189A (en)

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