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Synthesis of trans ‐thienyl‐3‐ethoxycarbonyl‐2,3‐dihydro[1,5]benzothiazepin‐4(5 H )‐ones
Author(s) -
Letois Bertrand,
Lancelot Jean Charles,
Saturnino Carmela,
Robba Max,
De Caprariis Paolo
Publication year - 1992
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570290716
Subject(s) - triethylamine , chemistry , hydrochloride , alkylation , order (exchange) , medicinal chemistry , organic chemistry , catalysis , business , finance
A series of trans ‐thienyl‐3‐ethoxycarbonyl‐2,3‐dihydro[1,5]benzothiazepin‐4(5 H )‐ones 6‐8 was synthesized from thienylmethylidenemalonates 3a‐3c and 2‐aminobenzenethiol 3d in the presence of triethylamine hydrochloride at 160°. The [1,5]benzothiazepines 6‐8 were alkylated using 2‐dimethylaminochloroethane, 3‐dimethylaminochloropropane and 3‐( N ‐piperidino)chloropropane in order to obtain the corresponding 5‐aminoalkylbenzothiazepinones 9‐14 .