Issue 24, 2016

Effective synthesis of dimethylhexane-1,6-dicarbamate from 1,6-hexanediamine and dimethyl carbonate using 3-amino-1,2,4-triazole potassium as a solid base catalyst at ambient temperature

Abstract

A new basic catalyst 3-amino-1,2,4-triazole potassium (KATriz) was prepared, characterized and employed for synthesis of dimethylhexane 1,6-dicarbamate (MHDC) by methoxycarbonylation of 1,6-hexanediamine (HDA) and dimethyl carbonate (DMC). Results showed that KATriz exhibited high catalytic activity and selectivity, 100% HDA conversion with nearly 100% MHDC selectivity that could be obtained at room temperature. The catalyst can be reused for several runs without any deactivation. Besides, the influence of reaction conditions, the structure of amines and the possible catalytic mechanism were also investigated.

Graphical abstract: Effective synthesis of dimethylhexane-1,6-dicarbamate from 1,6-hexanediamine and dimethyl carbonate using 3-amino-1,2,4-triazole potassium as a solid base catalyst at ambient temperature

Supplementary files

Article information

Article type
Paper
Submitted
08 Sep 2016
Accepted
17 Oct 2016
First published
18 Oct 2016

Green Chem., 2016,18, 6681-6686

Effective synthesis of dimethylhexane-1,6-dicarbamate from 1,6-hexanediamine and dimethyl carbonate using 3-amino-1,2,4-triazole potassium as a solid base catalyst at ambient temperature

P. Wang, Y. Fei, Q. Li and Y. Deng, Green Chem., 2016, 18, 6681 DOI: 10.1039/C6GC02509A

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