Synthesis of tenidap: An improved process for the preparation of 5-chloro-2-oxindole-1-carboxamide

Citation
Pr. Kumar et al., Synthesis of tenidap: An improved process for the preparation of 5-chloro-2-oxindole-1-carboxamide, ORG PROC R, 5(1), 2001, pp. 61-64
Citations number
15
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC PROCESS RESEARCH & DEVELOPMENT
ISSN journal
10836160 → ACNP
Volume
5
Issue
1
Year of publication
2001
Pages
61 - 64
Database
ISI
SICI code
1083-6160(200101/02)5:1<61:SOTAIP>2.0.ZU;2-C
Abstract
An industrially viable, robust, and economic process is developed for Tenid ap sodium and its important intermediate 5-chloro-2-oxindole-1-carboxamide. Use of inorganic cyanates, in place of organic isocyanates, makes the proc ess simple and commercially viable. The advantage of using acetic anhydride and sodium acetate over reported reagents such as trifluoroacetic acid and its anhydride on industrial scale is described. Drastic reduction of DMAP in the final step and overall improvement of yields makes the process econo mical.