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Research in the imidazole series

LXXIX. Reaction of 8-thiotheophylline with α-halo ketones

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

It was established that the reaction of 8-theophylline with α-halo ketones gives 8-acylalkylthiotheophyllines or their cyclization products-thiazolo[2,3-f]xanthine derivatives — depending on the conditions used to carry out the reaction and the structure of the halo ketones. Derivatives of two new heterocyclic systemscy-clopentathiazolo[2,3-f]purine and benzothiazolo[2,3-f]purine-were synthesized from 2-bromocyclopentadienone and cyclohexanone. The structure and the conditions for the cyclization of 8-acylalkylthiotheophyllines to three(four)-ring compounds were studied. The structure of the thiazolo[2.3-f]xanthines was proved by reductive desulfuration to 1,3,7-trialkylxanthines.

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Literature cited

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See [1] for communication LXXVIII.

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 693–696, May, 1974.

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Yurchenko, M.I., Kochergin, P.M. & Krasovskii, A.N. Research in the imidazole series. Chem Heterocycl Compd 10, 600–603 (1974). https://doi.org/10.1007/BF00471338

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  • DOI: https://doi.org/10.1007/BF00471338

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