Kinetics and mechanism of the cyclodehydration of 2'-aminobenzanilides

  • V. K. Shchel'tsyn
  • T. P. Shapirovskaya
  • E. A. Sycheva
  • M. I. Vinnik
Physical Chemistry
Received:
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Conclusions

  1. 1.

    The kinetics of the cyclodehydration and hydrolysis of 2',4-, 2',3-, and 2'2-di-aminobenzanilide in aqueous H2SO4 solution has been studied spectrophotometrically.

     
  2. 2.

    2',2-Diaminobenzanilide differs from the other mono- and diaminobenzanilides which have been studied thus far in that the rate constant for its cyclodehydration falls off in. dilute solutions as a result of ionization of the 2-amino group.

     
  3. 3.

    The mechanism of benzimidazole formation, and the effect of the position of the amino groups in the aniline and acyl rings on the reactivity of the 2'-aminobenzanilides, is discussed. It is shown that the selectivity of the cyclodehydration reaction varies with the solution acidity.

     

Keywords

Hydrolysis Acidity H2SO4 Solution Acidity Aniline 
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Copyright information

© Plenum Publishing Corporation 1979

Authors and Affiliations

  • V. K. Shchel'tsyn
    • 1
    • 2
  • T. P. Shapirovskaya
    • 1
    • 2
  • E. A. Sycheva
    • 1
    • 2
  • M. I. Vinnik
    • 1
    • 2
  1. 1.Institute of Chemical PhysicsAcademy of Sciences of the USSRMoscow
  2. 2.All-Union Scientific-Research and Planning Institute for MonomersTula

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