Green and Efficient Protocol for N-Alkylation of Benzotriazole Using Basic Ionic Liquid [Bmim]OH as Catalyst Under Solvent-Free Conditions

Abstract

N-Alkylation of benzotriazole bearing an acidic hydrogen atom attached to nitrogen with alkyl halides is accomplished in basic ionic liquid [Bmim]OH (1-butyl-3-methylimidazolium hydroxide) under solvent-free conditions. The procedure is convenient and efficient and generally affords the N-alkylated product.

Keywords:

• N-Alkylation
• basic ionic liquid
• benzotriazole
• catalyst
• solvent-free conditions

ACKNOWLEDGMENTS

This work was financially supported by Projects NSFC (20862001) and NCET (08-0701) of the Top Academic Leaders of JiangXi Province, the Science Foundation of JiangXi Province (2008GZH0055), and the Science and Technology Foundation of the Education Department of JiangXi Province (GJJ09259).

Notes

^a All reactions were run with benzotriazole (5 mmol) and alkyl halide (7.5 mmol) in basic ionic liquid [Bmim]OH (10 mmol).

^b Isolated yield based on benzotriazole.

^a Isolated yield.