98415-94-2Relevant academic research and scientific papers
Hydrolysis of N-(2,2,2-trichloroethyl)arenesulfonamides
Rozentsveig,Levkovskaya,Mirskova,Kashik
, p. 1760 - 1764 (2007/10/03)
The direction of alkaline hydrolysis of N-(2,2,2-trichloro-1-R-ethyl)arenesulfonamides depends on the R substituent in the α-position with respect to the nitrogen atom. Substituents R having an n-donor heteroatom X promote cleavage of the C-N and C-X bonds to release the corresponding sulfonamide. Alkaline hydrolysis of N-(1-aryl-2,2,2-trichloroethyl)arenesulfonamides occurs chemoselectively at the trichloromethyl group. This reaction can be regarded as a preparative route to N-arylsulfonyl-α-arylglycines.
REACTION OF N,N-DICHLOROBENZENESULFONAMIDE WITH 2,2-DICHLOROVINYL KETONES
Levkovskaya, G. G.,Mirskova, A. N.,Drozdova, T. I.,Kalikhman, I. D.,Bannikova, O. B.,Voronkov, M. G.
, p. 561 - 565 (2007/10/02)
The reaction of N,N-dichlorobenzenesulfonamide with 2,2-dichlorovinyl ketones leads to 1:1 adducts C6H5SO2NClCH(COR)CCl3.In these adducts the N-Cl bond is converted by the action of atmospheric moisture into an N-H bond with the formation of N-(2,2,2-trichloro-1-acylethyl)benzenesulfonamides.The latter form 2,4-dinitrophenylhydrazones and during treatment with a solution of alkali eliminate hydrogen chloride with the formation of previously unknown N-(2,2-dichloro-1-acylvinyl)benzenesulfonamides.In reaction with thiourea N-benzenesulfonamide forms 2-amino-4-(2,2,2-trichloro-1-benzenesulfonamidoethyl)-1,3-thiazole.
