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Bis[(2-benzylideneimino)phenyl]amine
 
 
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Short Note

1-(2-Benzylaminophenyl)-2-phenylbenzimidazole

by
Ke-Qing Zhao
*,
Ping Hu
,
Shi-Lin Zhao
and
Hong-Bo Xu
Department of Chemistry, Sichuan Normal University, Chengdu, 610066, P. R. China
*
Author to whom correspondence should be addressed.
Molecules 2000, 5(7), M168; https://doi.org/10.3390/M168
Submission received: 13 May 2000 / Accepted: 10 June 2000 / Published: 10 July 2000
(This article belongs to the Section Molbank Section of Molecules, 1997-2001)
Versions Notes
Molecules 05 m168 i001
When the imine-amine compound, bis[(2-benzylideneimino)phenyl]amine [1], is heated in presence of a transition metal salt (for example FeCl3), a reaction occur leading to a new compound. After separation and characterization, we find it is a benzimidazole derivative, with a structure pattern frequently appearing in pharmaceutical molecules [1]. 0.5g red crystal of bis[(2-benzylideneimino)phenyl]amine is heated in ethanol for 30 minutes and changed into colorless. After cooling, 0.45g (90%) of white crystal product is collected by filtration.
M. p. 235 °C (ethanol).
1H NMR (400 MHz, CDCl3): 4.03 (t, JHH=5.58Hz, 1H, NH), 4.24 (d, JHH=5.58Hz, NCH2), 6.6-8.0 (m, 18H, Ph).
13C NMR (75 MHz, CDCl3): 47.0, 110.6, 112.1, 117.4, 119.8, 121.8, 123.1, 123.3, 126.7, 127.1, 128.4, 128.5, 128.6, 129.0, 129.6, 129.7, 130.4, 136.7, 138.4, 143.2, 143.9, 152.5.
IR (KBr): 3284, 3038, 2846, 1605, 1579.
Anal. Calc. for C26H21N3 (375.50 ): C 83.16, H 5.65, N 11.19; Found: C 83.25, H 5.67, N 11.07.

References

  1. Zhao, K.-Q.; Hu, P.; Li, Q.; Xu, B.-H. Molecules 2000, 5, M167. [CrossRef]
  2. Wright, J.B. Chem. Rev 1951, 48, 397–541. [CrossRef] [PubMed]
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MDPI and ACS Style

Zhao, K.-Q.; Hu, P.; Zhao, S.-L.; Xu, H.-B. 1-(2-Benzylaminophenyl)-2-phenylbenzimidazole. Molecules 2000, 5, M168. https://doi.org/10.3390/M168

AMA Style

Zhao K-Q, Hu P, Zhao S-L, Xu H-B. 1-(2-Benzylaminophenyl)-2-phenylbenzimidazole. Molecules. 2000; 5(7):M168. https://doi.org/10.3390/M168

Chicago/Turabian Style

Zhao, Ke-Qing, Ping Hu, Shi-Lin Zhao, and Hong-Bo Xu. 2000. "1-(2-Benzylaminophenyl)-2-phenylbenzimidazole" Molecules 5, no. 7: M168. https://doi.org/10.3390/M168

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