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Research in the isoxazole series

XXXIII. Reaction of phenylazotriphenylmethane with methylisoxazoles

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The thermal decomposition of phenylazotriphenylmethane in 3,5-dimethyl- and 3,4,5-trimethylisoxazole was studied. In 3, 5-dimethylisoxazole only the hydrogen atom of the methyl group in the 3 position is replaced by the (C6H5)3C radical. The activities of the methyl groups of 3,4,5-trimethylisoxazole decrease in the order 3-C>4-C ≫ 5-C. The specific direction of the reaction is associated with the orientation of the phenylazotriphenylmethane in the vicinity of the 3-C atom of the isoxazole ring owing to complexing of the azo group with the nitrogen atom. Complexes of 3, 5-dimethyl- and 3, 4, 5-trimethylisoxazole with Eu+ have a similar structure. The structures of the reaction products were established by means of their PMR and mass spectra.

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Authors and Affiliations

  1. S. Ordzhonikidze All-Union Scientific-Research Pharmaceutical-Chemistry Institute, 119815, Moscow

    S. D. Sokolov, L. I. Budanova & K. F. Turchin

Authors
  1. S. D. Sokolov
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  2. L. I. Budanova
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  3. K. F. Turchin
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Additional information

See [1] for communication XXXII.

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 608–610, May, 1977.

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Sokolov, S.D., Budanova, L.I. & Turchin, K.F. Research in the isoxazole series. Chem Heterocycl Compd 13, 488–490 (1977). https://doi.org/10.1007/BF00473190

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  • DOI: https://doi.org/10.1007/BF00473190

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