N-ARYLSULFILIMINE COMPOUNDS AND THEIR USE AS CATALYSTS IN THE PREPARATION OF N-ARYLARYLSULFONAMIDE COMPOUNDS

• Main Authors: WALLIN, ANNE, PARSON, PEARSON, DOUGLAS, LEE, RINGER, JAMES, WILLIAM, SCOTT, CARMEN, A
• Format: Patent
• Language: English; French
• Published: 22.05.1998
• Edition: 6
• Subjects: ACYCLIC OR CARBOCYCLIC COMPOUNDS; CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOIDCHEMISTRY; CHEMISTRY; HETEROCYCLIC COMPOUNDS; METALLURGY; ORGANIC CHEMISTRY; PERFORMING OPERATIONS; PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL; THEIR RELEVANT APPARATUS; TRANSPORTING

N-arylsulfilimine compounds, such as S,S-dimethyl-N-(2,6-dichlorophenyl)sulfilimine, were prepared and found to catalyze the reaction of aromatic sulfonyl chloride compounds, such as 2-chlorosulfonyl-7-fluoro-5-ethoxy[1,2,4]-triazolo[1,5-c]pyrimidine, with aromatic amine compounds, such as 2,6-dichloroaniline, to form N-arylarylsulfonamide compounds, such as N-(2,6-dichlorophenyl)-7-fluoro-5-ethoxy-[1,2,4]triazolo[1,5-c]pyrimidine-2-sulfonamide. The aryl moiety of the N-arylsulfilimine catalyst and the aryl moiety of the aromatic amine compound were generally chosen to be identical. On a préparé des composés de N-arylsulfilimine tels que du S,S-diméthyl-N-(2,6-dichlorophényl)sulfilimine et on a découvert qu'ils catalysent la réaction de composés de chlorure de sulfonyle aromatique tels que 2-chlorosulfonyl-7-fluoro-5-éthoxy[1,2,4]-triazolo[1,5-c]pyrimidine avec des composés d'amine aromatique tels que le 2,6-dichloroaniline pour former des composés de N-arylarylsulfonamide tels que le N-(2,6-dichlorophényl)-7-fluoro-5-éthoxy-[1,2,4]triazolo[1,5-c]pyrimidine-2-sulfonamide. La fraction aryle du catalyseur N-arylsulfilimine et la fraction aryle du composé d'amine aromatique ont en général été choisies de manière à être identiques.