299968-59-5

Upstream product

• 62-53-3 aniline 
• 98-74-8 4-Nitrobenzenesulfonyl chloride 
• 1576-44-9 N-nosylaniline 
• 88-74-4 2-nitro-aniline 

Downstream Products

• 1383579-63-2 2-(methylthio)-5-[(2-nitrophenylamino)methyl]furo[2,3-d]pyrimidin-4-amine 
• 1383579-53-0 N-({4-amino-2-(methylthio)furo[2,3-d]pyrimidin-5-yl}methyl)-4-nitro-N-(2-nitrophenyl)benzenesulfonamide 

Relevant academic research and scientific papers

Chemoselective nitration of aromatic sulfonamides with tert-butyl nitrite

A methodology for the efficient conversion of aromatic sulfonamides into their mono-nitro derivatives using tert-butyl nitrite is reported. The reaction exhibits a high degree of chemoselectivity for sulfonamide functionalized aryl systems, even in the presence of other sensitive or potentially reactive functionalities.

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.