An efficient synthesis of 3,4-Dihydropyrimidin-2(1H)-ones and thiones catalyzed by a novel Brønsted acidic ionic liquid under solvent-free conditions

Yonghong Zhang; Bin Wang; Xiaomei Zhang; Jianbin Huang; Chenjiang Liu

doi:10.3390/molecules20033811

An efficient synthesis of 3,4-Dihydropyrimidin-2(1H)-ones and thiones catalyzed by a novel Brønsted acidic ionic liquid under solvent-free conditions

Molecules. 2015 Feb 26;20(3):3811-20. doi: 10.3390/molecules20033811.

Authors

Yonghong Zhang^{1

2}, Bin Wang³, Xiaomei Zhang⁴, Jianbin Huang⁵, Chenjiang Liu^{6

7}

Affiliations

¹ Key Laboratory of Petroleum and Gas Fine Chemicals of Ministry of Education, School of Chemistry and Chemical Engineering, Xinjiang University, Urumqi 830046, China. zhzhzyh@126.com.
² Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu 610041, China. zhzhzyh@126.com.
³ Physics and Chemistry Detecting Center, Xinjiang University, Urumqi 830046, China. wangbin.yang@163.com.
⁴ Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu 610041, China. xmzhang@cioc.ac.cn.
⁵ Key Laboratory of Petroleum and Gas Fine Chemicals of Ministry of Education, School of Chemistry and Chemical Engineering, Xinjiang University, Urumqi 830046, China. jbhuang@pku.edu.cn.
⁶ Key Laboratory of Petroleum and Gas Fine Chemicals of Ministry of Education, School of Chemistry and Chemical Engineering, Xinjiang University, Urumqi 830046, China. pxylcj@126.com.
⁷ Physics and Chemistry Detecting Center, Xinjiang University, Urumqi 830046, China. pxylcj@126.com.

Abstract

We report here an efficient and green method for Biginelli condensation reaction of aldehydes, β-ketoesters and urea or thiourea catalyzed by Brønsted acidic ionic liquid [Btto][p-TSA] under solvent-free conditions. Compared to the classical Biginelli reaction conditions, the present method has the advantages of giving good yields, short reaction times, near room temperature conditions and the avoidance of the use of organic solvents and metal catalyst.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Aldehydes / chemistry*
Catalysis
Ionic Liquids / pharmacology*
Pyrimidinones / chemical synthesis*
Solvents
Thiones / chemical synthesis*
Thiourea / chemistry*

Substances

Aldehydes
Ionic Liquids
Pyrimidinones
Solvents
Thiones
Thiourea