SYNTHESIS OF AMIDINE, IMIDATES ESTERS, OXADIAZOLES, IMIDAZOLES BANZIMIDAZOLE DERIVATIVES OF FACE 'C' ANNULATED 1,5-BENZODIAZEPINE

Abstract

It was thought of interest to synthesis 1,5 benzodiazepine substituted with isoxazole, and thiadiazole derivatives on its 2-position linked through oxyphenyl spacer. The conceived synthetic plan for the preparation of these materials proceeded through the acceptable protocol which emerged from the face ‘c’ cyclohexano substituted 1,5 benzodiazepine  bearing the  thiomethylether function on its 2-position is formed from the reaction of o-phenylenediamine with 2-oxoketenedithioacetal derivative  of cyclohexanone. Its treatment with 2-aminobenzonitrile, p-hydroxy benzaldehyde and p-hydroxyacetophenone afforded the corresponding 2-amino substituted derivative of annulated 1,5-benzodiazepine, p-benzaldehyde and  p-acetyl substituted derivatives. On its further reaction with 2-amino substituted derivative of annulated 1,5-benzodiazepine formed amidine and  imidates esters derivatives which formed oxadiazoles, imidazoles benzimidazole derivatives of face ‘c’ annulated 1,5-benzodiazepine. The purity of the compounds was checked by TLC and their structures were established on the basis of their spectral data.