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Cyclization of nitriles. XXIV. Reactions of cyanamide derivatives of thiocarbamic acids with cyanothioacetamide. Crystal structure of 2-allylamino-4-amino-5-benzoyl-1,3-thiazole

Journal Article · · J. Org. Chem. USSR (Engl. Transl.); (United States)
OSTI ID:6008571

2-Allylamino-4-amino-5-aroyl-1,3-thiazoles were obtained from S-alkylisoureas. An x-ray crystallographic investigation of 2-allylamino-4-amino-5-benzoyl-1,3-thiazole was undertaken. Dimethyl dithiocarbamate was used in the synthesis of 2-amino-4-methylthio-5-cyano-1H-pyrimidine-6-thione and, from the latter, 4-allylthio-2-amino-6-methylthio-5-cyanopyrimidine. The latter is easily quaternized by the action of iodine to 4-amino-3-iodomethyl-7-methylthio-8-cyano-2,3-dihydrothiazolo(3,2-c)pyrimidinium triiodide. In reaction with iodine 2-allyl-amino-1,3-thiazoles form N-allyl-N-iodo derivatives of 1,3-thiazole and not imidazo(2,3-b)thiazolium salts.

Research Organization:
T.G. Shevchenko Voroshilovgrad State Pedagogical Institute (USSR)
OSTI ID:
6008571
Journal Information:
J. Org. Chem. USSR (Engl. Transl.); (United States), Journal Name: J. Org. Chem. USSR (Engl. Transl.); (United States) Vol. 24:4; ISSN JOCYA
Country of Publication:
United States
Language:
English

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