An Efficient Synthesis of 2-(2,2-difluoroethoxy)-6-trifluoromethyl- n -(5,8-dimethoxy-1,2,4-triazolo[1,5-c]pyrimidine-2-yl) Benzenesulfonamide: Penoxsulam

An efficient nine-step synthesis of 2-(2,2-difluoroethoxy)-6-trifluoromethyl- N-(5,8-dimethoxy-1,2,4-triazolo[1,5-c] -pyrimidine-2-yl) benzenesulfonamide has been developed. The starting material 4-nitro-2-(trifluoromethyl)aniline starting material was converted via 2-bromo-4-amino-6-trifluoromethyl...

Full description

Saved in:
Bibliographic Details
Published in:Journal of chemical research 2013-04, Vol.37 (4), p.197-200
Main Authors: Wu, Feifei, Gao, Shiguang, Chen, Zhiyin, Su, Jinyue, Zhang, Dayong
Format: Article
Language:English
Subjects:
Reaction time
Synthesis
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:An efficient nine-step synthesis of 2-(2,2-difluoroethoxy)-6-trifluoromethyl- N-(5,8-dimethoxy-1,2,4-triazolo[1,5-c] -pyrimidine-2-yl) benzenesulfonamide has been developed. The starting material 4-nitro-2-(trifluoromethyl)aniline starting material was converted via 2-bromo-4-amino-6-trifluoromethylaniline and 2-bromo-4-acetamido-6-trifluoro-methylbenzenesulfonic acid to 2-bromo-6-trilfuoromethylbenzenesulfonic acid. This was then combined with 2-amino-5,8-dimethoxy-1,2,4-triazolo[1.5-c]pyrimidine to give the target molecule. Compared with the reported method, this approach has advantages in its shorter reaction time, milder reaction conditions and easier purifiction. Moreover, the overall yield has been improved to 22.9% which is twice of that of the reported method.
ISSN:1747-5198
2047-6507
DOI:10.3184/174751913X13619014318618