Novel Ring Transformations of 4-Acylamino- and 4-Dimethylaminomethyleneamino-1H-1,5-benzodiazepine-3-carbonitriles to Pyrimidine-5-carbonitriles

Article abstract of DOI:10.1055/s-1987-27951

Reaction of 4-acylamino-1H-1,5-benzodiazepine-3-carbonitriles 1 with methylamine gave 2-alkyl-4-(o-aminophenylimino)-1-methyl-1,4-dihydropyrimidine-5-carbonitriles 4. 4-Dimethylaminomethyleneamino-1H-1,5-benzodiazepine-3-carbonitrile 2 also underwent analogous ring transformation with methylamine and ammonia to give pyrimidine-5-carbonitriles 9 and 10.The pyrimidines so formed were converted to benzimidazoles 6 and 12.