76697-60-4

Usage

Structure

Aromatic sulfonamide with a t-butyl substituent on the nitrogen atom of the amine group

Application in Organic Synthesis

Commonly used as a building block for the preparation of pharmaceuticals and agrochemicals

Medical Research

Utilized in the development of potential drugs for treating diseases like cancer and neurological disorders

Coordination Chemistry

Investigated for potential use as a ligand in coordination chemistry

Nanoparticle Stabilization

Studied as a stabilizing agent for metal nanoparticles

Upstream product

• 4170-72-3 tert-butyl-phenyl sulfone 
• 76697-61-5 o-t-Butylsulfonyl-acetanilid 
• 591-51-5 phenyllithium 
• 3019-19-0 tert-butyl phenyl sulfide 
• 137-07-5 2-amino-benzenethiol 
• 51942-42-8 N-[2-(tert-butylthio)phenyl]acetamide 
• 51942-41-7 o-aminophenyl tert-butyl sulfide 

Relevant academic research and scientific papers

Ortho-Metalated Aryl tert-Butyl Sulfones, Comparison with Other Directing Groups and New Methodology for Polysubstituted Aromatics

The general utility of ortho-lithiated aryl tert-butyl sulfones for the synthesis of a variety of 2- and 2,6-carbon- and heteroatom-substituted products in good to excellent yields is described (Schemes I, VI, VII).

149. Notizen zur Synthese von 2-Aminophenylsulfonen

Syntheses of the alkyl, cycloalkyl and aryl 2-aminophenyl sulfones 10 were achieved by oxidation of the corresponding 2-nitrophenyl sulfides 7 to the 2-nitrophenyl sulfones 9 followed by ethanolic Bechamp-reduction.The sulfides 7 in turn were obtained by either reactions of 2-nitro-thiophenol (8) with the appropriate alkyl and cycloalkyl halides or of 2-chloro-nitrobenzene (5) with the relevant thiols.Condensation of 2-nitrobenzenesulfinic acid (3) with bromoacetic acid in aqueous alkaline solution led - presumably via 2-nitrophenylsulfonylacetic acid (4) - to methyl2-nitrophenyl sulfone (1), reduction of which gave 2-aminophenyl methyl sulfone (2).Treatment of 2-aminothiophenol (11) with t-butyl alcohol in aqueous sulfuric acid gave 2-aminophenyl t-butyl sulfide (12), which was acetylated to o-t-butylthio-acetanilide (13).Oxidation of the latter to o-t-butylsulfonyl-acetanilide (14) followed by hydrolysis led to 2-aminophenyl t-butyl sulfone (15).