Abstract
The nitration of naphtho[1,2-d][2,1,3]thiadiazole under the conditions that are normally used for aromatic compounds gives a mixture of 6- and 9-nitronaphthothiadiazoles, which can be reduced to 6- and 9-amino derivatives, respectively. 6-Hydroxynaphthothiadiazole is obtained from 6-aminonaphthothiadiazole by the Sandmeyer reaction, while 8-hydroxynaphthothiadiazole is converted to the 8-amino derivative under the conditions of the Bucherer reaction. 4-Carboxy-5-(o-carboxyphenyl)-2,1,3-thiadiazole was obtained by the oxidation of naphtho[1,2-d][2,1,3]-thiadiazole with a potassium dichromate-dilute sulfuric acid mixture.
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See [1] for communication LXVI.
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 11, pp. 1496–1502, November, 1972.
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Pesin, V.G., Kaukhova, L.A. Investigation of 2,1,3-thia-and 2,1,3-selenadiazoles. Chem Heterocycl Compd 8, 1350–1356 (1972). https://doi.org/10.1007/BF00471869
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DOI: https://doi.org/10.1007/BF00471869