HETEROCYCLES

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■ Synthesis of Fused Heterocyclic Ring Systems Related to 6-Amino-1,4-dihydro-3-methyl-1-phenyl-4-thioxothiopyrano[4,3-c]pyrazole-7-carbonitrile

Maymona M. Kandeel, Ragaa A. Ahmed, and Mohamed Salah K. Youssef*

*Chemistry Department, Faculty of Science, Assiut University, Assiut 71516, Egypt

Abstract

The title compound (1) was prepared and reacted with some reagents e.g Ac₂O, HC(OC₂H₅)₃ to give thiopyrano[4,3-c]pyrazole derivatives (2,10); PhNH₂, NaOH, AcONH₄/AcOH, H₂NNH₂.H₂O to afford pyrazolo[4,3-c]pyridine derivatives (4,5,13,14). Also 1 reacted with CS₂/CH₃I, PhNCS, CCl₃CN and H₂NHNCSNH₂ to provide the pyrazolo[3',4':4,5]thiopyrano[2,3-d]pyrimidine derivatives (7,9,12) and pyrazolo[4,3-c][1,2,4]triazolo[1,5-a]pyridine derivative (8). On the other hand the o-diamino compound (14) was used for building up a third heterocyclic ring [eg. triazene (15-17), triazole (18,19) and tetrazole (20)] through its interaction with some electrophilic reagents.