Method of producing...

Details Method of producing... Method of producing...

C - Chemistry, Metallurgy

07

D

260/290.1, 260/6

C07D 211/70 (2006.01) C07C 93/14 (1980.01)

Patent

CA 1052794

ABSTRACT OF THE DISCLOSURE A method of producing an anglgesic comprising N-methyl-N-(3,4,5-trimethoxybenzyl)- 2,3-dimethyl-2,4-pentadienamine having the formula: Image (I) characterized in that, in a first stage, 3,4,5-trimethoxy- benzyl chloride having the formula Image is caused to react with 1,3,4,-trimethyl-1,2,5,6-tetra- hydropyridine having the formula Image in a anhydrous solvent at the reflux temperature of the mixture, so that upon cooling there is obtained 1,3,4- trimethyl-1-(3,4,5-trimethoxybenzyl)-1,2,5,6-tetrahydro- pyridine chloride having the formula: Image (II) and thereafter the compound having the formula II is subjected to a Hofmann degradation reaction by prolonged boiling treatment with an aqueous solution of an alkaline metal bydroxide which results in the formula I compound, mentioned above, being obtained, and this being optionally converted into a pharmaceutically acceptable salt such as the hydrochloride.

226057

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