Conclusions
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1.
The basicity constants of the 2′-amino groups and the effective and real rate constants of the reactions of cyclodehydration and hydrolysis of 4'-substituted 2'-aminobenzanilides in aqueous solutions of sulfuric acid were determined.
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2.
The correlation of the basicity constants and real rate constants with the constants of the substituents o suggests acceleration of the reactions of cyclodehydration and hydrolysis under the effect of electron-acceptor substituents and a synchronous mechanism of cyclodehydration with a low-polarity transitional state.
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 6, pp. 1252–1258, June, 1984.
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Shchel'tsyn, V.K., Sycheva, E.A., Sidorov, G.V. et al. Study of cyclodehydration and hydrolysis of o-aminoanilides. Communication 1. 4'-substituted 2-aminobenzanilides. Russ Chem Bull 33, 1148–1153 (1984). https://doi.org/10.1007/BF00948977
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DOI: https://doi.org/10.1007/BF00948977