Abstract
Only 3-acylamino-1,2,4-triazoles were isolated in the acylation of 3-amino-1,2,4-triazole with acid chlorides that contain strong electron acceptor substituents. Acylation takes place in the 2 position when aliphatic and aromatic acid chlorides are used as the acylating agents. The action of methoxy- and ethoxyformyl chlorides leads to the formation of 1- and 2-alkoxycarbonyl-3-amino-1,2,4-triazoles. When N-acyl-3-amino-1,2,4-triazoles are heated, they undergo intermolecular trans-aminoacylation to 3-acylamino-1,2,4-triazoles, which exist in the solid phase in the form of amido and imido tautomers. Under the conditions of massspectroscopic analysis the percentage of the imido form increases as the electronacceptor capacity of the substituent increases.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1414–1419, October, 1980.
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Fidler, Z.N., Shibanova, E.F., Makerov, P.V. et al. Acyl derivatives of 3-amino-1,2,4-triazole. Chem Heterocycl Compd 16, 1079–1083 (1980). https://doi.org/10.1007/BF00496616
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DOI: https://doi.org/10.1007/BF00496616