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Reaction of 2-amino-5-R-phenyl-1,3,4-thiadiazoles with unsaturated acids and acid chlorides

✍ Scribed by I. V. Zubets; S. N. Vergizov; I. V. Viktorovskii; K. A. V'yunov

Publisher
Springer US
Year
1990
Tongue
English
Weight
279 KB
Volume
26
Category
Article
ISSN
0009-3122

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✦ Synopsis

Reaction of 2-amino-5-R-phenyl-!,3,4-thiadizoles with unsaturated acids and acid chlorides in the presence of trimethylamine takes place exclusively at the amino group to form the 2-carboxyalkyl-and 2-acylamino-derivatives, respectively.

2-Amino-l,3,4-thiadiazoles, including their acyl derivatives, are substances showing biological activity and finding use in medicine and agriculture [i]. The aim of this work is to study the reaction of 2-amino-5-R-phenyl-l,3,4-thiadiazoles with the ~,~-unsaturated acid chlorides I-IV and with the acids themselves V-VIII.

Acylation of aminothiadiazoles by the acid chlorides I-IV using triethylamine in tetrahydrofuran occurs (on heating) exclusively at the amino group to form the 2-acylamino-5-Rphenyl-l,3,4-thiadiazoles VIII-XXV (Table i).

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