Abstract

SYNTHESIS OF 3-CARBOXYLIC DERVATIVES OF 1, 5- BENZOTHIAZEPINES

Oussama Mansour?

ABSTRACT

A series of 3- carboxylic derivaties of mono substituted 1,5- bensothiazepines(5-17) : 5-benzyl -4-oxo -2-phenyl - 2,3,4,5 – tetrahydro -1,5 -benzothiazepine-3- ethylcarboxylate (5), 5-(2- nitro benzyl) -4- oxo- 2- phenyl -2,3,4,5- tetra hydor- 1,5 - benzothiazepine - 3- ethyl carboxylate (6), 5-(3- nitro benzyl) -4- oxo- 2- phenyl -2,3,4,5- tetra hydor- 1,5- benzothiazepine -3- ethyl carboxylate (7), 5- (4- nitro benzyl ) -4-oxo-2- phenyl -2,3,4,5 - tetra hydro -1,5- benzothiazepine - 3- ethyl carboxylate (8), 5- (2- methyl benzyl ) -4-oxo-2- phenyl - 2,3,4,5 - tetra hydro -1,5- benzothiazepine -3- ethyl carboxylate (9), 5- (3- methyl benzyl ) -4-oxo-2- phenyl -2,3,4,5 - tetra hydro -1,5- benzothiazepine -3- ethyl carboxylate (10), 5- (4- methyl benzyl ) -4- oxo-2- phenyl -2,3,4,5 - tetra hydro -1,5- benzothiazepine -3- ethyl carboxylate (11), 5- (2- bromobenzyl ) -4-oxo-2- phenyl -2,3,4,5 - tetra hydro -1,5- benzothiazepine -3- ethyl carboxylate (12), 5- (3- bromobenzyl ) -4-oxo-2- phenyl -2,3,4,5 - tetra hydro -1,5- benzothiazepine -3- ethyl carboxylate (13), 5- (4- bromobenzyl ) -4-oxo-2- phenyl -2,3,4,5 - tetra hydro -1,5- benzothiazepine -3- ethyl carboxylate (14) , 5- (3- methoxybenzyl ) -4-oxo- 2- phenyl -2,3,4,5 - tetra hydro -1,5- benzothiazepine -3- ethyl carboxylate (15), 5- (3,5- dimethoxybenzyl ) -4-oxo-2- phenyl -2,3,4,5 - tetra hydro -1,5- benzothiazepine -3- ethyl carboxylate (16) and 5- (2,6- dichlorobenzyl ) -4-oxo-2- phenyl - 2,3,4,5 - tetra hydro -1,5- benzothiazepine -3- ethyl carboxylate (17), was synthesized by hetrocyclisation from mercaptoaniline(1) with diethylebenzal malonate(2) followed by Nbenzylation of the heterocyle gave the derivatives of 4-oxo-2-phenyl 2,3,4,5-tetrahydro - 1,5- benzothiazepine.

Keywords: Benzothiazepine, Endothelin Antagonist, Diltiazem, Synthesis.