Abstract
Abstract 4-Amino-3-phenyl-2-thioxothiazol-5-carboxamide (1) reacts with aromatic aldehydes to form thiazolo-pyrimidines (2a,b ), and with acetic anhydride to thiazolopyrimidine (2C ). Thiazolocarboxamides (1a,b ) were converted to thiazolotriazines (3a,b ) by reaction with nitrous acid. When thiazolopyrimidine (2C ) was refluxed with POCl3, the corresponding chlorothiazolopyrimidine (4) was isolated. The produced chloro compound (4) can be converted into the corresponding thiazolopyrimidindithiones (5) or substituted aminothiazolopyrimidines (6,7), when allowed to react either with thiourea, aromatic amine or hydrazine hydrate. S-alkylated thiazolopyrimidines (8a-k ) were produced when compound (5) was reacted with halo compounds or acrylonitrile. Hydrazino compound (7) reacts with acetylacetone to produce the pyrazolylthiazolopyrimidine (9).
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