M. Elabbassi et al., SYNTHESIS OF NEW 4-ACETONYLIDENE-1,5-BENZ ODIAZEPINONES - CONDENSATION OF MONOSUBSTITUTED O-PHENYLENEDIAMINES WITH TRIACETIC ACID LACTONE, Bulletin des Societes chimiques belges, 106(4), 1997, pp. 205-210
Condensation of unsymmetrical aromatic diamines (4-methyl-,4-chloro-,
and 4-nitrophenylenediamines) 2-4 with 2-hydroxy-6-methyl-4-pyrone 1 h
ave been examined, The structure of isomerie 4-acetonylidene-1,5-benzo
diazepin-2-ones 5-10 and benzimidazoles 11-16 obtained from competitiv
e reactions have been established by the spectrale data (H-1 NMR, IR a
nd mass spectrum). The position of the substituents in 6/9 and 7/10 wa
s proved by comparison with samples with authentic structures.