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Chemistry of heteroanalogs of isoflavones. 8. Reaction of benzofuran analogs of isoflavones and their 4-thioxo derivatives with hydroxylamine and hydrazine

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Abstract

A number of 3-(2-benzofuryl)-6-ethylchromones and their 4-thioxo derivatives were synthesized, and the action of hydroxylamine and hydrazine on them was investigated. Isomeric 3 (5)-(o-hydroxyphenyl) isoxazoles were obtained in the reaction with hydroxylamine. The predominant formation of one or the other isomer depends on the character of the substituents in the 2 and 4 positions of the chromone. The reaction of chromones with hydrazine leads to o-hydroxyphenylpyrazoles. The compounds obtained were characterized by their IR, UV, and PME spectra.

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See [ 1] for Communication 7.

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 7, pp. 892–897, July, 1981.

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Khilya, V.P., Grishko, L.G. & Davidkova, T.L. Chemistry of heteroanalogs of isoflavones. 8. Reaction of benzofuran analogs of isoflavones and their 4-thioxo derivatives with hydroxylamine and hydrazine. Chem Heterocycl Compd 16, 685–690 (1980). https://doi.org/10.1007/BF00557736

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Keywords

  • Organic Chemistry
  • Hydrazine
  • Isoflavones
  • Hydroxylamine
  • Predominant Formation