Abstract
A variety of 3-methyl-6-oxo-2-thioxo-1,2,3,6-tetrahydropurine (3a) and its 8-substituted derivatives (3b-o) were synthesized by oxidative cyclization of the reaction product of 5,6-diamino-1-methyl-2-thiouracil (1) with an appropriate aldehyde or 6-amino-5-benzylideneamino-1-methyl-2-thiouracils (2d-o) in the presence of diethyl azodicarboxylate (DEAD). In addition, the oxidative cyclization of 4-amino-5-benzylideneamino-3-methyl-2-methylthiopyrimidin-6(3H)-ones (5d-o) in the presence of DEAD gave the corresponding 8-aryl-3-methyl-2-methylthio-6-oxo-3,6-dihydropurines (4d-o), which were identical with the compounds prepared by methylation of 3d-o, respectively
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