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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 28223Generated: October 27, 2026

Triethylamine → N-Methylsulfonyl-4-{3-[3-[2-(1-hydroxycyclohexyl)ethyl]-4-oxo-2-thiazolidinyl]propyl}benzamide

https://huagongshe.com/reaction/28223

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant4-(3-((2-(1-Hydroxycyclohexyl)ethyl)-4-oxo-2-thiazolidinyl)propyl)benzoic acidHCID 175027—
ReactantMethanesulfonyl isocyanateHCID 12668338—
SolventAcetonitrileHCID 6342—
ProductN-Methylsulfonyl-4-{3-[3-[2-(1-hydroxycyclohexyl)ethyl]-4-oxo-2-thiazolidinyl]propyl}benzamideHCID 23339579—

Reaction Steps

A solution of methanesulfonylisocyanate (1.33 g., 0.011 mole) in acetonitrile (10 ml.) is added dropwise during 10 minutes to a solution of 4-{3-[3-[2-(1-hydroxycyclohexyl)ethyl]-4-oxo-2-thiazolidinyl]propyl}benzoic acid (3.9 g., 0.01 mole) and triethylamine (1.0 g., 0.01 mole) in acetonitrile (30 ml.). The resulting solution is stored at 25° C. for 4 hours and then evaporated at reduced pressure. The residue is treated with water. The crude product is extracted into chloroform and purified by chromatography on a silica gel column with elution by 4% methanol in chloroform.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04225609
Source datasetuspto-grants-1980_09
ORD IDord-b4620ef5fe9b4974ba8417c99a6c0a7f
Source noteuspto-grants-1980_09