Abstract
New nitro and sulfonamide derivatives of [1,3,4]thiadiazolo[3,2-a]quinazolin-5-one have been synthesized by cyclocondensation of 1,3,4-thiadiazol-2-amines with 2-halobenzoyl chlorides containing electron-withdrawing substituents in positions 3, 4, and 5. An improved procedure has been proposed for the preparation of intermediate 2-fluoro-N-(5-methyl-1,3,4-thiadiazol-2-yl)benzamides containing a sulfamoyl group in the 5-position via selective acylation of 5-methyl-1,3,4-thiadiazol-2-amine with 5-chlorosulfonyl-2-fluorobenzoyl chloride, followed by sulfonylation of amines.
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Original Russian Text © R.M. Shlenev, A.V. Tarasov, S.I. Filimonov, P.A. Agat’ev, A.S. Danilova, K.Yu. Suponitskii, 2017, published in Zhurnal Organicheskoi Khimii, 2017, Vol. 53, No. 12, pp. 1834–1841.
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Shlenev, R.M., Tarasov, A.V., Filimonov, S.I. et al. 2-Halobenzoyl chlorides in the synthesis of [1,3,4]thiadiazolo[3,2-a]quinazolin-5-one derivatives. Russ J Org Chem 53, 1870–1877 (2017). https://doi.org/10.1134/S1070428017120156
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DOI: https://doi.org/10.1134/S1070428017120156