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

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

A study was carried out on the conditions for the dehydrochlorïnation 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-djpyrimidines, 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-Raminofuro(2, 3-djpyrïmidines under conditions of the Dimroth rearrangement. Several substituted furo(2, 3-dJpyrimidin-4-ones were also synthesized and studied.

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Authors
  1. D. M. Autonov
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  2. L. I. Belen'kii
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  3. A. A. Dudinov
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  4. M. M. Krayushkin
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Additional information

N. D. Zelinskii Institute of Organic Chemistry, Russian Academy of Sciences, 117913, Moscow. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 450-456, April, 1994

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Autonov, D.M., Belen'kii, L.I., Dudinov, A.A. et al. Synthesis of heterocycles using the products of the addition of polyhaloalkanes to unsaturated systems. 6.* Transformation of the gem-trichloroethyl group in 2-methyl-3-(2,2,2-trichloroethyl) 4-r-aminofuro[2,3-d]pyrimidines, isomeric structures and several of their precursors. Chem Heterocycl Compd 30, 393–398 (1994). https://doi.org/10.1007/BF01169930

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  • DOI: https://doi.org/10.1007/BF01169930

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