HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 453111Generated: October 30, 2026
Water → 5-(4-Chloro-2-methoxyphenyl)-1,3,4-oxathiazol-2-one
https://huagongshe.com/reaction/453111
Participants
| Role | Name | HCID | Charge |
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| Reactant | Water | HCID 962 | — |
| Reactant | (Chlorothio)formyl chloride | HCID 75990 | — |
| Reactant | HCID 19741766 | HCID 19741766 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 5-(4-Chloro-2-methoxyphenyl)-1,3,4-oxathiazol-2-one | HCID 59549524 | 95.6% |
Reaction Steps
To a solution of 4-chloro-2-methoxybenzamide (0.82 g, 4.42 mmol) in toluene (20 ml) was added chlorocarbonylsulfenyl chloride (0.73 ml, 8.84 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 (3×50 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 (1.03 g, 96% crude yield) that was carried forward as such without further purification. MS: 244.16 (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-67797e54e86642398735e9dd5561b00f |
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| Source note | uspto-grants-2013_07 |
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