Document Type and Number:
Japanese Patent JPS5411320
Kind Code:
B1
Abstract:
1334945 Dibenzothiepinopyrrole derivatives CIBA-GEIGY AG 25 May 1971 [26 May 1970] 16904/71 Heading C2C Novel compounds of the Formula I wherein R is hydrogen, C 1-6 straight chain alkyl, isopropyl or allyl and pharmaceutically acceptable salts thereof may be prepared either by cyclizing the dibenzothiepin II with RNH 2 or when R is hydrogen hydrolysing a compound IV wherein Z is an acyl radical of an organic acid, an alkoxy carbonyl group or a cyano group. The intermediate 10,11-bis-(bromoethyl)-2- (trifluoromethyl)-dibenzo[b,f]thiepin may be prepared by N-bromosuccinimide bromination of 10,11 - dimethyl - 2 - trifluoromethyl - dibenzo- [b,f]thiepin which is prepared by dehydration of 10,11-dihydro-10,11-dimethyl-8-trifluoromethyldibenzo[b,f]thiepin-10-ol. which in turn is prepared by treating 11-methyl-8-trifluoromethyldibenzo[b,f]thiepin-10(11H)-one. The dibenzothiepinone may be prepared by cyclizing o- (α,α,α-trifluoro-p-tolylthio)-hydratropic acid which may be prepared by methylation followed by hydrolysis of [o-(α,α,α-trifluoro-p-tolylthio)-phenyl]-malonic acid diethyl ester which in turn is prepared by the action of ethyl carbonate on the sodio derivative, formed in situ, of ethyl[o-(α,α,α- trifluoro-p-tolylthio)phenyl] acetate. which is formed by esterification of the free acid. The intermediate 2-ethoxycarbonyl-2,3-dihydro 5-trifluoromethyl-1H-dibenzo[2,3: 6,7] thiepino [4,5c]pyrrole may be prepared by action of ethyl chloroformate on the 2-allyl compound I. Pharmaceutical compositions of the compounds I show central depressant activity when administered orally, parenterally or rectally with the usual excipients.
More Like This:
Application Number:
JP3528971A
Publication Date:
May 14, 1979
Filing Date:
May 25, 1971
Export Citation:
International Classes:
A61K31/38; A61K31/40; C07D337/14; C07D495/04; C07D495/12; C07D513/04; (IPC1-7): C07D495/04