Citation: Gen Rong Qiang, Xiang Mei Wu, Qin Wang, Wen Pei. Ultrasonicwave-assisted tandem-reaction for synthesis of symmetrical vicinal diamines[J]. Chinese Chemical Letters, ;2007, 18(12): 1469-1470. doi: 10.1016/j.cclet.2007.10.019 shu

Ultrasonicwave-assisted tandem-reaction for synthesis of symmetrical vicinal diamines

College of Chemical Engineering and Materials, Zhejiang University of Technology, Hangzhou 310014, China

Received Date: 26 June 2007

Fund Project: This work was supported by the Open Foundation of the Key Discipline of Industrial Catalysis of Zhejiang.

A practical synthesis of symmetrical vicinal diamines with broad chemistry scope is described. The key step is the ultrasonicwave promoted tandem-reaction, two-step reaction sequence combining Mannich double condensations with benzotriazole, glyoxal and primary or secondary amines and reduction of the bis (benzotriazole)-adducts with sodium borohydride proceeded smoothly in tetrahydrofuran in high yield at room temperature.
- Vicinal diamine,
- Benzotriazole,
- Glyoxal,
- Mannich reaction,
- Synthesis
1. [1]
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