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Reaction of 2,4,6-trialkylpyrimidine 1,3-dioxides with electrophilic reagents

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The nitrosation of 2,4,6-trimethylpyrimidine 1,3-dioxide and the bromination of 2,4,6-trimethyl- and 2-ethyl-4,6-dimethylpyrimidine 1,3-dioxides take place primarily at the methyl groups in the 4 and 6 positions of the heteroring. In the reaction of 2,4,6-trimethylpyrimidine 1,3-dioxide with phosphorus oxychloride chlorine is incorporated in the methyl group in the 2 position of the heteroring, while in the reaction with acetic anhydride an acetoxy group is incorporated in the methyl group in the 2 position and in the 5 position of the heteroring, whereas in the case of tosyl chloride a tosyloxy group is incorporated in the 5 position of the heteroring.

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Authors and Affiliations

  1. Novosibirsk Institute of Organic Chemistry, Siberian Branch, Academy of Sciences of the USSR, 630090, Novosibirsk

    A. Ya. Tikhonov, L. B. Volodarskii, O. A. Vakolova & M. I. Podgornaya

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  1. A. Ya. Tikhonov
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  2. L. B. Volodarskii
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  3. O. A. Vakolova
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  4. M. I. Podgornaya
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 1, pp. 110–116, January, 1981.

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Tikhonov, A.Y., Volodarskii, L.B., Vakolova, O.A. et al. Reaction of 2,4,6-trialkylpyrimidine 1,3-dioxides with electrophilic reagents. Chem Heterocycl Compd 17, 89–95 (1981). https://doi.org/10.1007/BF00507100

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  • DOI: https://doi.org/10.1007/BF00507100

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