31596-87-9

Usage

Derivative of aniline

2-(ethylsulfonyl)aniline is a derivative of aniline, with a sulfonyl group attached to the ethyl side chain.

Applications

It is used as a building block for the synthesis of pharmaceuticals and agrochemicals, as a dye intermediate, and in the production of polymer additives.

Toxicity

2-(ethylsulfonyl)aniline is known to have moderate acute toxicity, and appropriate safety precautions should be followed when handling and using 2-(ethylsulfonyl)aniline.

Upstream product

• 2976-33-2 Aethyl-(2-nitrophenyl)-sulfon 
• 3058-46-6 1-ethylsulfanyl-2-nitrobenzene 
• 4875-10-9 o-nitrothiophenol 
• 109-99-9 tetrahydrofuran 
• 93493-75-5 o-ethylsulphonylphenylazide 

Downstream Products

• 1097919-26-0 N-[2-(ethanesulfonyl)phenyl]-N'-{2-methoxy-4-[4-(4-methylpiperazin-1-yl)piperidin-1-yl]phenyl}-1,3,5-triazine-2,4-diamine 
• 1097921-66-8 4-chloro-N-[2-(ethanesulfonyl)phenyl]-1,3,5-triazin-2-amine 

Relevant academic research and scientific papers

DECOMPOSITION OF ARILAZIDES AND P-TOSYLAZIDE BY THF/n-BUTYLLITHIUM. A NEW SOURCE OF DIAZOMETHANE

Variously substituted arylazides, as well as p-tosylazide, when allowed to react at room temperature with THF previously treated with n-butyllithium, undergo a rapid decomposition affording the corresponding amines and formamides, together with diazomethane.This diazo transfer (with deformylation) reaction is thought to involve the enolate of the acetaldehyde generated by the known cycloreversion of THF in the presence on n-butyllithium.

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).