Reactions with 2-Thiohydantoin, Synthesis of Imidazothiazolone Derivatives and Mannich Bases of 5-Arylidene-2-thiohydantoin

Treatment of 5-arylidene-2-thiohydantoin (1a-d) with alkyl bromoacetate and chloroacetic acid gave the esters 2a-f and the acids 2g-j, respectively. 2a was refluxed with concentrated hydrochloric acid to give 5-benzylidene hydantoin. 2 was cyclized with acetic anhydride to give the bicyclic product...

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Published inZeitschrift für Naturforschung. B, A journal of chemical sciences Vol. 31; no. 1; pp. 111 - 114
Main Authors Shalaby, A. F. A., Daboun, H. A., Aziz, M. A. Abdel
Format Journal Article
LanguageEnglish
Published Verlag der Zeitschrift für Naturforschung 01.01.1976
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Summary:Treatment of 5-arylidene-2-thiohydantoin (1a-d) with alkyl bromoacetate and chloroacetic acid gave the esters 2a-f and the acids 2g-j, respectively. 2a was refluxed with concentrated hydrochloric acid to give 5-benzylidene hydantoin. 2 was cyclized with acetic anhydride to give the bicyclic product 3. 5-Arylidene-2-thiohydantoin derivatives (1a, b) and (8a) condense with formaldehyde and primary or secondary amines to give the corresponding Mannich bases 6a-f and 8c-e, respectively. The assigned structure 6 and 8 finds support from the chemical evidences
ISSN:0932-0776
1865-7117
DOI:10.1515/znb-1976-0120