Synthesis and Reactions of Some Novel Azolothienopyrimidines and Thienopyrimido-As-Triazines Derivatives

Compounds 2 and 4 reacted with nitrous acid to give tetrazolothienopyrimidine 5 and 7, respectively, which was reduced to aminothienopyrimidone 6 and 8, respectively. Also, reaction 2 and 4 with aliphatic acid gave thienotriazolopyrimidine 9 and 10, respectively. On the other hand, 2-hydrazino derivative 2 and 4-hydrazino derivative 4 reacted with α-haloketone to yield thienopyrimidotriazine 14 and 15, respectively, and with β-diketone and β-ketoester to form pyrazolyl derivatives 16–21. Pyrazolinone derivatives 20 and 21 condensed with aromatic aldehydes afforded arylidene derivatives 22 and 23, respectively.