Citation: Yang Kang, Gu Huiwen, Zhang Fang, Xu Xiaojuan, Zhang Lijie, Sun Yaquan. Synthesis of 1, 2, 6-Trisubstituted Benzimidazoles[J]. Chinese Journal of Organic Chemistry, ;2018, 38(8): 2130-2136. doi: 10.6023/cjoc201802027 shu

Synthesis of 1, 2, 6-Trisubstituted Benzimidazoles

Yang Kang ^a ,
Gu Huiwen ^a ,
Zhang Fang ^b ,
Xu Xiaojuan ^b ,
Zhang Lijie ^d ,
Sun Yaquan ^b,c,,

a.
School of Chemical Engineering, Nanjing TECH University, Nanjing 210000
b.
School of Pharmacy, Yancheng Teachers University, Yancheng 224002
c.
Jiangsu Marine Industry Research Institute, Yancheng 224100
d.
Yancheng Tongda Pharmaceutical Co., Ltd., Yancheng 224100

Corresponding author: Sun Yaquan, sunyaquan@hotmail.com
Received Date: 28 February 2018
Revised Date: 5 May 2018
Available Online: 24 August 2018
Fund Project: the Jiangsu Prospective Joint Research Project BY2016066-02Project supported by the Jiangsu Prospective Joint Research Project (No. BY2016066-02)

Figures(2)

A novel synthetic method for 1, 2, 6-trisubstituted benzimidazole derivatives was developed, which started from 3-fluoro-4-nitrobenzonitrile and aromatic amines to give the intermediates N-substituted-2-nitro-4-cyanoaniline (1) with high yield and short reaction time under microwave irradiation condition. Then, compound 1 reacted with different aldehydes in the presence of Na₂S₂O₄ to provide the final compounds. Meanwhile, the process of the reactions was optimized in this study and the optimized conditions are described as:dimethyl sulfoxide (DMSO)-H₂O as solvent, n(compound 1):n(4-chlorobenzaldehyde):n(sodium dithionite)=1:1:9 at 80℃ for 2 h. Employing the same synthetic method, 21 1, 2, 6-trisubstituted benzimidazole derivatives were synthesized.
- synthesis,
- benzimidazole,
- process optimization,
- one-pot reaction
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