Synthesis of heterocycles using the products of the addition of polyhaloalkanes to unsaturated systems. 6. Transformation of the <i>gem</i>-trichloroethyl group in 2-methyl-3-(2,2,2-trichloroethyl)-4-R-aminofuro[2,3-<i>d</i>]pyrimidines, isomeric structures and several of their precursors

Abstract

A study was carried out on the conditions for the dehydrochlorination of 2-methyl-3-(2,2,2-trichloroethyl)-4-R-aminofuro(2,3-d)pyrimidines, isomeric structures, and several of their precursors. Dehydrochlorination by the action of sodium ethylate proceeds readily only for 2-methyl-3-(2,2,2-trichloroethyl)-4-imino-5-R-2, 3-dihydrofuro[2,3-d]pyrimidines, which are converted in good yield into the corresponding 2,3-dichlorovinyl derivatives. These vinyl products readily undergo recyclization to give 2-methyl-3-(2,2-dichlorovinyl)-4-R-aminofuro[2, 3-d]pyrimidines under conditions of the Dimroth rearrangement. Several substituted furo[2,3-d]pyrimidin-4-ones were also synthesized and studied.

How to Cite
Antonov, D. M.; Belen'kii, L. I.; Dudinov, A. A.; Krayushkin, M. M. Chem. Heterocycl. Compd. 1994, 30, 393. [Khim. Geterotsikl. Soedin. 1994, 450.]

For this article in the English edition, see DOI https://doi.org/10.1007/BF01169930