2-HALO-4-(1-PIPERAZINYL)-BENZALDEHYDES AND RELATED COMPOUNDS

1,198,894. Alkyl ethers of benzyl alcohol derivatives. STERLING DRUG Inc. 27 Aug., 1968 [31 Aug., 1967], No. 40989/68. Heading C2C. Novel alkyl ethers of benzyl alcohol derivatives of the general formula wherein hal is a halogen atom; R 3 and R 5 are each a hydrogen atom or a C 1-6 alkyl group; R 6 is a C 1-6 alkyl group, and NB is a N(R)- YNR 1 R 2 or a 4-R 4 -1-piperazinyl group, in which R is a hydrogen atom or a C 1-6 alkyl group, Y is a C 2-6 alkylene group, R 1 and R 2 are each a hydrogen atom or a C 1-6 alkyl, C 3-6 alkenyl or C 2-6 hydroxyalkyl group or, together with the nitrogen atom to which they are attached, form a 5-7 - membered saturated monoheterocyclic radical and R 4 is a hydrogen atom or a C 1-6 alkyl, C 3-6 alkenyl, C 2-6 hydroxyalkyl, carbamoyl, thiocarbamoyl, C 2-6 alkanoyl, carbo - C 1-6 alkoxy, carboxy - C 2-6 alkanoyl, carboxy - C 3-6 alkenoyl or phenyl - X - C 1-6 alkyl group, in which X is an oxygen atom or a direct linkage, and acid addition salts thereof are prepared by heating the corresponding benzyl alcohol derivative or an acid addition salt thereof with a C 1-6 alkanol in the presence of an acid, followed optionally by conversion of the resulting acid addition salt to the corresponding free base.