SYNTHESIS AND STRUCTURE OF SOME N-ARYLBENZAMIDINES
Abstract
The reaction of benzonitrile with some arylamines was studied. It was found that the structure of arylamines affects the yield of N-arylbenzamidines and the possibility of their obtainment, which was confirmed by quantum-chemical calculations. The reaction of benzonitrile with arylamines is thermodynamically controlled. Maximal yield of product was obtained at t=180°C. The structure of synthesized compounds was proved by means of modern physicochemical methods of analysis: NMR 1Н-, 13С-, 15N-spectroscopy, X-ray diffraction analysis (RSА).
About the Authors
E. V. Kuvaeva
St. Petersburg Chemical-Pharmaceutical Academy of the Ministry of Healthcare of Russia
Russian Federation
Russian Federation
D. A. Kolesnik
St. Petersburg Chemical-Pharmaceutical Academy of the Ministry of Healthcare of Russia
Russian Federation
Russian Federation
G. V. Ksenofontova
St. Petersburg Chemical-Pharmaceutical Academy of the Ministry of Healthcare of Russia
Russian Federation
Russian Federation
T. L. Semakova
St. Petersburg Chemical-Pharmaceutical Academy of the Ministry of Healthcare of Russia
Russian Federation
Russian Federation
I. P. Yakovlev
St. Petersburg Chemical-Pharmaceutical Academy of the Ministry of Healthcare of Russia
Russian Federation
Russian Federation
References
1. Е.В. Куваева, Е.В. Федорова, В.В. Зайцев, И.П. Яковлев, В.И. Захаров, Т.Л. Семакова. Синтез и строение гидрохлоридов ароиламидинов и N-арилбензамидинов // Журнал органической химии. 2011. Т. 48. С. 221-225.
2. Е.В. Куваева, Е.В. Федорова, И.П. Яковлев, Е.Н. Кириллова, Г.В. Ксенофонтова, В.И. Захаров. Особенности синтеза N-арилбензамидинов // Известия Санкт-Петербургского государственного технологического института (технологического университета). 2012. № 14(40). С. 58-61.
3. J. Wang, F. Xu, T. Cai, Q. Shen. Addition of Amines to Nitriles Catalyzed by Ytterbium Amides: An Efficient One-Step Synthesis of Monosubstituted N-Arylamidines // Organic Lett. 2008. № 10(3). Р. 445-448.
4. L. Zhou, Y. Zhang. Low-Valent Titanium Induced Reductive Coupling of Nitriles with Nitro Compound // Synthetic Communications. 1998. № 28(17). P. 3249-3262.
Review
For citations:
Kuvaeva E.V., Kolesnik D.A., Ksenofontova G.V., Semakova T.L., Yakovlev I.P. SYNTHESIS AND STRUCTURE OF SOME N-ARYLBENZAMIDINES. Drug development & registration. 2017;(4):140-143. (In Russ.)
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