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
Participants
| Role | Name | HCID | Charge |
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| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1,3-Benzoxathiol-2-one, 5-hydroxy- | HCID 139067 | — |
| Reactant | 3-Ethylphenyl isocyanate | HCID 2769637 | — |
| Solvent | Methyl Ethyl Ketone | HCID 6569 | — |
| Product | 5-[(3-Ethylphenyl)carbamoyloxy]-1,3-benzoxathiol-2-one | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04349685 |
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| Source dataset | uspto-grants-1982_09 |
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| ORD ID | ord-087603cbd95a46daa54de89dfe09788f |
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| Source note | uspto-grants-1982_09 |
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