2,3-Dihydro-1H-1,5-benzodiazepines: A conversion of thiolactams to amidines

Article abstract of DOI:10.1007/BF00807260

The synthesis of a new series of diversely N-4 substituted amidines of 2,3-dihydro-1H-1,5-benzodiazepine has been accomplished starting from tetrahydro-1,5-benzodiazepin-2-one derivatives. These compounds were transformed into the desired thiolactams 2a-i which reacted in the presence of mercuric chloride with ammonia, as well as primary or secondary amines to give amidines 3a-i. Hydrazidines 3j-l were prepared by treatment of thiolactams with an excess of hydrazine.