2039-44-3

Usage

Synthesis Reference(s)

Tetrahedron Letters, 12, p. 351, 1971 DOI: 10.1016/S0040-4039(01)96439-1

InChI:InChI=1/C8H8O3S.Na/c9-12(10,11)7-6-8-4-2-1-3-5-8;/h1-7H,(H,9,10,11);/q;+1/p-1/b7-6+;

Upstream product

• 591-50-4 iodobenzene 
• 1622-32-8 2-Chloroethanesulfonyl chloride 
• 100-42-5 styrene 
• 4091-26-3 β-styrenesulfonyl chloride 

Downstream Products

• 97273-03-5 2-Cyclohexyl-3-phenyl-1,2-thiazetidin-1,1-dioxid 
• 94287-20-4 2-Benzyl-3-phenyl-1,2-thiazetidin-1,1-dioxid 
• 94287-21-5 2-Isopropyl-3-phenyl-1,2-thiazetidin-1,1-dioxid 
• 94287-19-1 2-Ethyl-3-phenyl-1,2-thiazetidin-1,1-dioxid 
• 97273-02-4 3-phenyl-1,2-thiazetidine 1,1-dioxide 
• 94287-18-0 (RS)-2-methyl-3-phenyl-1,2-thiazetidine 1,1-dioxide 
• 97273-01-3 2-Benzylamino-2-phenylethansulfonsaeure 
• 97272-97-4 2-Methylamino-2-phenylethansulfonsaeure 
• 97272-96-3 2-amino-2-phenylethanesulfonic acid 
• 97272-98-5 2-Ethylamino-2-phenylethansulfonsaeure 
• 97273-00-2 2-Cyclohexylamino-2-phenylethansulfonsaeure 

Relevant academic research and scientific papers

A domino approach (hydrolysis/dehydrohalogenation/heck coupling) for the synthesis of styrene sulfonate salts

A domino approach of hydrolysis/dehydrohalogenation/Heck coupling was used to synthesize styrene sulfonate salts from iodoarenes and chloroethanesulfonyl chloride in good to excellent yields. Methodology was applicable for heterocyclic as well as disubstituted iodoarenes. Some of the key features of this synthetic methodology include the use of phosphine free catalytic system, water as an environmentally friendly solvent, short reaction times, and absence of additives.

Synthesis and Structure of 2,3-Disubstituted 1,2-Thiazetidine 1,1-Dioxides

2-Alkylamino-2-phenylethanesulfonic acids 3 are prepared from sodium 2-phenylethenesulfonate (2).Compounds 3 are chlorinated and cyclized to yield the title compounds 5.Their structures are characterized by IR and NMR spectroscopy and compared to those of analogous β-lactams.An X-ray analysis of the β-sultam 5d establishes the proposed structure.