A facile synthesis of novel thiazolo[4,5-d]pyrimidin-7-ones

Abstract

Sixteen 5-alkylamino-3,6-diaryl-2-thioxo-2,3,6,7-tetrahydrothiazolo[4,5-d] pyrimidin-7-ones 4a-4p were designed and easily synthesized via a tandem aza-Wittig reaction. The iminophosphorane 2, obtained from reaction of 1 with triphenylphosphine, hexachloroethane and Et3N, reacted with aromatic isocyanate to give carbodiimide 3. carbodiimide 3 reacted with alkylamines to provide the title compounds in 45-61% isolated yields in presence of catalytic amount of ethoxide. The structures of compounds 4 were confirmed by 1H NMR, IR, MS, and elemental analysis. © 2010 HeteroCorporation.