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Investigations in the field of 2,1,3-thiadiazole and 2,1,3-selenadiazole

LVIII. Bromination of derivatives of benzo-2,1,3-thiadiazole in the chain

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The bromination of 4-and 5-(β-carboxyethyl)benzo-2,1,3-thiadiazoles forms 4-and 5-(α-bromo-β-carboxyethyl)benzo-2,1,3-thiadiazoles. The action of 25% aqueous ammonia on these bromo derivatives forms the corresponding β-amino acids; with alcoholic alkali, derivatives of cinnamic acid are formed; and with an aqueous solution of sodium carbonate styrene derivatives are obtained. With thionyl chloride the bromine-substituted acids form the acid chlorides, which can be converted into the amides. The introduction of a nitro group into the o-position to the carboxyethyl group hinders bromination in the chain.

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Authors and Affiliations

  1. Leningrad Chemical and Pharmaceutical Institute, USSR

    V. G. Pesin & S. A. D'yachenko

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  1. V. G. Pesin
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  2. S. A. D'yachenko
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For part LVII, see [1].

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Pesin, V.G., D'yachenko, S.A. Investigations in the field of 2,1,3-thiadiazole and 2,1,3-selenadiazole. Chem Heterocycl Compd 5, 453–456 (1969). https://doi.org/10.1007/BF00470256

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  • DOI: https://doi.org/10.1007/BF00470256

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