Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1702873Generated: October 27, 2026

Triethylamine → 5-[(3-Ethylphenyl)carbamoyloxy]-1,3-benzoxathiol-2-one

https://huagongshe.com/reaction/1702873

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant1,3-Benzoxathiol-2-one, 5-hydroxy-HCID 139067—
Reactant3-Ethylphenyl isocyanateHCID 2769637—
SolventMethyl Ethyl KetoneHCID 6569—
Product5-[(3-Ethylphenyl)carbamoyloxy]-1,3-benzoxathiol-2-oneHCID 13053837—

Reaction Steps

5-hydroxy-1,3-benzoxathiol-2-one (15.0 grams) was mixed with 3-ethylphenyl isocyanate (13.1 grams) in 180 milliliters of methyl ethyl ketone in the presence of 0.90 gram of triethylamine. This solution was heated at reflux temperature with stirring for 3 hours and 15 minutes. The solvent was then removed by evaporation in vacuo and the residual, viscous oil was dissolved in a hot mixture of ethyl acetate and methylcyclohexane. Upon slowly cooling to room temperature, the solution gave the purified 5-[(3-ethylphenyl)carbamoyloxy]-1,3-benzoxathiol-2-one as a white crystalline solid with a melting point of 96°-97° C. Elemental analysis calculated for C16H13NO4S (percent): carbon--60.94; hydrogen--4.15; nitrogen--4.44. Found: carbon--61.2; hydrogen--4.26; nitrogen--4.54.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04349685
Source datasetuspto-grants-1982_09
ORD IDord-087603cbd95a46daa54de89dfe09788f
Source noteuspto-grants-1982_09