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Synthesis of 4H-[1]benzopyrano[3,4-c][1,2,5]thyadiazol-4-one and its reactions with some nucleophilic and electrophilic agents

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The reaction of 3,4-diaminocoumarin with thionyl chloride gave 4H-[1]benzopyrano[3,4-c][1,2,5]thiadiazol-4-one (II), which was cleaved by the action of nucleophilic agents to the corresponding 4-(2-hydroxyphenyl)-1,2,5-thiadiazole-3-carboxylic acid derivatives. The nitration of II leads to the 8-nitro or 6,8-dinitro derivative; the latter was isolated in the form of 4-(2-hydroxy-3,5-dinitrophenyl)-1,2,5-thiadiazole-3-carboxylic acid.

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Authors and Affiliations

  1. Scientific-Research Institute of Pharmacology, Academy of Medical Sciences of the USSR, 125315, Moscow

    V. L. Savel'ev, O. L. Samsonova, V. S. Troitskaya, V. G. Vinokurov, V. P. Lezina & L. D. Smirnov

Authors
  1. V. L. Savel'ev
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  2. O. L. Samsonova
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  3. V. S. Troitskaya
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  4. V. G. Vinokurov
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  5. V. P. Lezina
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  6. L. D. Smirnov
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Additional information

See [3] for our preliminary communication.

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 7, pp. 977–981, July, 1988.

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Savel'ev, V.L., Samsonova, O.L., Troitskaya, V.S. et al. Synthesis of 4H-[1]benzopyrano[3,4-c][1,2,5]thyadiazol-4-one and its reactions with some nucleophilic and electrophilic agents. Chem Heterocycl Compd 24, 805–810 (1988). https://doi.org/10.1007/BF00633181

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  • DOI: https://doi.org/10.1007/BF00633181

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