N-arylsulfilimine compounds and their use as catalysts in...

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C - Chemistry, Metallurgy

07

C

C07C 303/38 (2006.01) B01J 31/02 (2006.01) C07C 311/21 (2006.01) C07C 311/29 (2006.01) C07C 315/04 (2006.01) C07C 317/32 (2006.01) C07C 319/20 (2006.01) C07C 323/67 (2006.01) C07C 381/10 (2006.01) C07D 213/71 (2006.01) C07D 213/76 (2006.01) C07D 213/78 (2006.01) C07D 231/38 (2006.01) C07D 239/42 (2006.01) C07D 401/12 (2006.01) C07D 403/12 (2006.01) C07D 405/12 (2006.01) C07D 409/12 (2006.01) C07D 413/12 (2006.01) C07D 417/12 (2006.01) C07D 471/04 (2006.01) C07D 487/04 (2006.01)

Patent

CA 2241263

N-arylsulfilimine compounds, such as S,S-dimethyl-N-(2,6- dichlorophenyl)sulfilimine, were prepared and found to catalyze the re-action 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.

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