| abstract |
1449297 Tricyclic compounds F HOFFMANN LA ROCHE & CO AG 7 June 1974 [8 June 1973] 25381/74 Heading C2C Compounds of the general formula (X = O, S; R 1 , 2 = H, C 1-7 alkyl; R 3 = H or R 2+3 = additional bond; R 4 , 5 = H, C 1-7 alkyl or hydroxyalkyl, alkanoyloxy-(C 1-7 alkyl) or NR 4 R 5 = saturated 5- or 6-membered ring which may contain O, S or a second N and/or be substituted by C 1-7 alkyl or hydroxyalkyl, or alkanoyloxy-(C 1-7 alkyl); R 6 = halogen, CF 3 , OH, NO 2 , NH 2 , di(C 1-7 alkyl)amino, di(C 1-7 alkyl)sulphamoyl, C 1-7 alkyl, alkoxy, alkylthio or alkylsulphonyl; R 7 , 8 = H or a substituent listed for R 6 ), N-oxides of the tertiary amines and acid addition salts of the compounds and N- oxides are prepared by (a) the Mannich reaction, (b) reacting a corresponding compound in which the amino group is replaced by a leaving atom or group with R 4 R 5 NH, (c) dehydrating a corresponding compound in which R 2 = H and R 3 = OH, (d) alkylating a primary or secondary amine, (e) oxidizing a tertiary amine or (f) introducing an alkanoyl group, optionally followed by salt formation. Any hydroxy group R 6-8 may be protected during the reaction. The preparation of starting materials for processes (a), (b) and (c) and 3-(8-chlorodibenzo[b,f]thiepin - 10 - yl) - 2 - propyn - 1 - ol is described. The above compounds are neuroleptics, and may be administered in the form of pharmaceutical preparations containing them in association with a carrier. |