Abstract
Solid mixtures of carboxylic acids and aromatic amines react under shear deformation at high pressure (to 8 GPa) for form amides, in the case of ortho-phenylenediamine-substituted benzimidazoles are formed. Under these conditions the conversion rates are hundreds of thousands of times higher than when the same processes are carried out in liquid phase. The cyclization reaction is accelerated to a lesser degree than the reaction of formation of the corresponding amide. The increase of the length of the carboxylic acid radical prevents the cyclization reaction.
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A. A. Zharov and N. P. Chistotina,Dokl. Akad. Nauk SSSR 306, No. 3, 650 (1989).
N. P. Chistotina and A. A. Zharov,Izv. Akad. Nauk SSSR, Ser. Khim., No. 10, 2289 (1989).
A. A. Zharov, I. I. Yakovleva, G. A. Adadurov, N. P. Chistotina, and A. G. Kazakevich, in: Summaries of Reports of the 11th All-Union Symposium on Mechanochemistry and Mechanoemission of Solids, September 11–14, 1990, Chernigov, Vol. 1, p. 22.
I. I. Yakovleva, Candidate's Dissertation, Chemical Sciences, Moscow (1990).
N. P. Chistotina, A. A. Zharov, N. E. Agafonov, and V. S. Bogdanov,Izv. Akad. Nauk SSSR, Ser. Khim., No. 6, 1452 (1989).
N. P. Chistotina and A. A. Zharov,Prib. Tekh. Eksp., No. 2, 229 (1974).
M. G. Matveev, A. A. Zharov, V. M. Zhulin, and E. B. Zhuravleva,Dokl. Akad. Nauk SSSR 270, No. 5, 1156 (1983).
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N. D. Zelinskii Institute of Organic Chemistry, Russian Academy of Sciences, 117913 Moscow. Translated from Izvestiya Akademii Nauk, Seriya Khimicheskaya, No. 9, pp. 2147–2153, September, 1992.
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Leont'ev, A.I., Zharov, A.A. & Chistotina, N.P. Solid-phase reactions of aromatic amines with carboxylic acids under conditions of shear deformation and high pressure. Russ Chem Bull 41, 1680–1684 (1992). https://doi.org/10.1007/BF00863592
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DOI: https://doi.org/10.1007/BF00863592