HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 453118Generated: October 31, 2026
Water → 5-(2-(Benzyloxy)-4-chlorophenyl)-1,3,4-oxathiazol-2-one
https://huagongshe.com/reaction/453118
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | (Chlorothio)formyl chloride | HCID 75990 | — |
| Reactant | HCID 47467978 | HCID 47467978 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 5-(2-(Benzyloxy)-4-chlorophenyl)-1,3,4-oxathiazol-2-one | HCID 59549529 | 98.8% |
Reaction Steps
To a solution of 2-(benzyloxy)-4-chlorobenzamide (0.103 g, 0.38 mmol) in toluene (5 ml) was added chlorocarbonylsulfenyl chloride (63 μL, 0.76 mmol) under nitrogen atmosphere and the resulting reaction mixture was refluxed at 90° C. for 2 h. After the completion of the reaction (TLC monitoring) water was added followed by extraction with ether (3×25 ml). The combined organics was then sequentially washed with water, 10% NaHCO3 (aqueous solution) and finally again with water. The organic layer was then dried over anhydrous Na2SO4, filtered and concentrated to get desired product (0.12 g, 94%) that was carried forward as such without further purification. MS: 320.21 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08492414B2 |
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| Source dataset | uspto-grants-2013_07 |
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| ORD ID | ord-7cfbe8c12776402c8e8bea53b24b7eb0 |
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| Source note | uspto-grants-2013_07 |
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