57616-32-7

Upstream product

• 95-82-9 2,5 dichloroaniline 
• 124-63-0 methanesulfonyl chloride 

Downstream Products

• 22729-59-5 N-(2,5-Dichloro-phenyl)-N-(1,1,2,2-tetrachloro-2-fluoro-ethylsulfanyl)-methanesulfonamide 
• 71270-19-4 N-Cyanomethyl-N-(2,5-dichloro-phenyl)-methanesulfonamide 
• 71270-79-6 N-(2,5-Dichloro-phenyl)-N-(2-oxo-propyl)-methanesulfonamide 
• 1383579-41-6 N-({4-amino-2-(methylthio)furo[2,3-d]pyrimidin-5-yl}methyl)-N-(2,5-dichlorophenyl)methanesulfonamide 
• 71270-39-8 2-[(2,5-Dichloro-phenyl)-methanesulfonyl-amino]-thioacetamide 

Relevant academic research and scientific papers

A convenient reductive deamination (hydrodeamination) of aromatic amines

Reductive deamination (hydrodeamination) of aromatic amines can be conveniently carried out by amination of the corresponding arylamine methanesulfonamides using chloroamine under alkaline conditions. The intermediate aryl methanesulfonylhydrazines directly eliminate methanesulfinic acid, affording diazenes which extrude nitrogen affording the desired deaminated products. Both sulfonamide formation and reduction reactions occur in high yield and are compatible with a variety of functional groups.

4-Amino-5-(arylaminomethyl)-2-(methylthio)furo[2,3-d]pyrimidines via Mitsunobu reaction of 4-amino-5-(hydroxymethyl)-2-(methylthio)furo[2,3-d] pyrimidine with N-mesyl- and N-nosylarylamines

An efficient method for the synthesis of 4-amino-5-(arylaminomethyl)-2- (methylthio)furo[2,3-d]pyrimidines via the Mitsunobu reaction of 4-amino-5-(hydroxymethyl)-2-(methylthio)furo[2,3-d]pyrimidine with N-mesyl- and N-nosylarylamines, and subsequent removal of the mesyl and nosyl groups, has been developed. The influence of substituents in the arylamine moiety on the Mitsunobu reaction was investigated. An unexpected nucleophilic substitution of a nitro group in the reaction of N-({4-amino-2-(methylsulfonyl)furo[2,3-d] pyrimidin-5-yl}methyl)-4-nitro-N-phenylbenzenesulfonamide with sodium methoxide was observed. Georg Thieme Verlag Stuttgart · New York.