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Paper | Regular issue | Vol 51, No. 2, 1999, pp.255-264
Published online, 1st January, 1970
DOI: 10.3987/COM-98-8367
Heterocyclic Compounds from 3,4-Diaminodimethylamino-1-methylpyrazolo[3,4-d]pyrimidine: Approach to Novel ortho- and peri-Fused Heterocyclic Ring System

Zhijun Wang and Richard Neidlein*

*Departamento de Química Orgánica, Facultad de Ciencias Experimentales de Jaén, 23071 Jaén, Spain


Treatment of 3,4-diamino-6-dimethylamino-1-methylpyrazolo[3,4-a]pyrimidine (4) with acid chlorides (5a-h) led to formatiom of 3-substituted carbonylamino-4-amino-6-dimethylamino-1-methylpyrazolo[3,4-d]pyrimidines (6a-h), which reacted with N,N-dirnethylformamide dimethyl acetal (7) to yield 4-dimethylaminoazomethinopyrazolo[3,4-d]pyrimidine derivatives (8a-c). Approach to novel ortho- and peri-fused tricyclic heterocyclic system, namely, 1,2,3,5,6,8-hexaazaacenaphthylene derivatives (11,12) is also reported.