L. Yakhontov, M. S. Sokolova, T. D. Pervacheva
Aug 1, 1970
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Journal
Chemistry of Heterocyclic Compounds
Abstract
On the basis of a comparative study of the influence of various factors (ratio of the reactants, temperature, reaction time, polarity of the medium, and the catalytic action of metals) on the reaction of 2,6-dichloro-3-(β-chloroethyl)-4-methylpyridine (trichlorocollidine) with 2,6-dimethylamine, it has been shown that, in addition to 6-chloro-1,4-dimethyl-7-azaindoline, the process gives rise to various amounts, depending on the conditions of its performance, of other products: 3-(β-dimethylaminoethyl)-2,6-dichloro-4-methylpyridine, 2-chloro-3-(β-chloroethyl)-6-dimethylamino-4-methylpyridine, 2-chloro-6-dimethylamino-3-(β-dimethylaminoethyl)-4-methylpyridine, and 6-dimethylamino-1,4-dimethyl-7-azaindoline. The best method for directing the process to the formation of azaindoline derivatives is the use of highly polar solvents.