utility of 6-amino-2-thiouracil for synthesis of bioactive sulfur and phosphorus heterocyclic derivatives

ABSTRACT

Interaction of 6-amino-2-thiouracil 1 with CS[2] in the presence of NaH produced the disodium salt 3. The formed salt reacted with benzoyl chloride and acetyl chloride to yield the dithioimidocarbonate 5 and the pyrimido[4,5-d]1,3-thiazine 7, respectively. Reaction of 3 with chloro-acetonitrile 8a or benzyl chloride 8b yielded the dithiocarbmate 11a,b. Fused pyrimidines 12a,b produced from the reaction of 3 with alkyl chloroacetate 8c,d. 6-[arylidene-amino]-2-thiouracil 13a,b reacted with tris[dimethylamino]phosphine to form the corresponding phosphono-betaines 15a,b. The structures of the newly prepared compounds were established with spectroscopic and micro-analytical data. The anti-bacterial activity of some products was also examined. All the tested compounds showed a considerable activity against Gram positive and Gram negative bacteria