Abstract
The reaction of 2-chloro-4-thiocyano-5-nitropyrimidine with alcohol, sodium alkoxide, or sodium ethanethioxide was studied, and 5-nitrouracil, 2-ethoxy-4-mercapto-5-nitro-pyrimidine (IV), and 2-ethylthio-4-thiocyano-5-nitropyrimidine (VII) were obtained from the above reagents, while (IV) was reduced to the corresponding amino derivative (VIII). 2-Amino-5-ethylthio-thiazolo [5, 4-d] pyrimidine was synthesized by the reduction of (VII). Treatment of (VIII) with formic acid, acetic anhydride, or potassium methylxanthate, gave 5-ethoxy-, 2-methyl-5-ethoxy-, and 2-mercapto-5-ethoxythiazolo [5, 4-d] pyrimidine, respectively.