Ge Meng, Zhen-Yu Li, Meilin Zheng
Dec 1, 2008
Citations
0
Influential Citations
8
Citations
Journal
Organic Preparations and Procedures International
Abstract
2,4-Thiazolidinedione (5) is a widely used industrial material for the synthesis of many biologically active agents, such as antimicrobial agents' and anti-diabetes drugs2 including rosiglitazone? picoglitazone? ciglitazone? troglitazone6 and DRF-2 189, etc. The high cost of these clinically used drugs limits their wide usage and is a direct consequence of the cost of this important industrial chemical. The conventional synthesis of 5 usually requires at least 2-3 steps from 2-chloroacetic acid (1) and thiourea (2) (Scheme 1)'. The use of sodium thiocyanate instead of 2 or ethyl chloroacetate instead of 1 does not afford a product of sufficiently high quality in good overall yields;* other alternative methods involve the use of toxic organic solvents and tedious work-up? ii 8 iii 8 $. S 4 H s-(H 0 C I 7 O H + 1 i