HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 641308Generated: October 30, 2026
Benzaldehyde dimethyl acetal → 3-(5-Chloro-2-methoxy-benzenesulfonyl)-2-phenyl-2,3-dihydro-benzooxazole-5-carboxylic acid methyl ester
https://huagongshe.com/reaction/641308
Participants
| Role | Name | HCID | Charge |
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| Reactant | Benzaldehyde dimethyl acetal | HCID 62375 | — |
| Reactant | p-Toluenesulfonic acid monohydrate | HCID 521998 | — |
| Reactant | 3-(5-Chloro-2-methoxy-benzenesulfonylamino)-4-hydroxy-benzoic acid methyl ester | HCID 66789129 | — |
| Solvent | Heptane | HCID 8900 | — |
| Product | 3-(5-Chloro-2-methoxy-benzenesulfonyl)-2-phenyl-2,3-dihydro-benzooxazole-5-carboxylic acid methyl ester | HCID 66788983 | 84% |
Reaction Steps
A mixture of 3-(5-chloro-2-methoxy-benzenesulfonylamino)-4-hydroxy-benzoic acid methyl ester (example 30, step 1; 200 mg, 0.537 mmol), benzaldehyde dimethyl acetal (0.5 mL) and toluene-4 sulfonic acid monohydrate (10 mg, 54 μmol) was stirred at 100° C. for 48 h. After cooling, heptane was added, and the precipitate was collected by filtration to afford 3-(5-chloro-2-methoxy-benzenesulfonyl)-2-phenyl-2,3-dihydro-benzooxazole-5-carboxylic acid methyl ester (208 mg, 84%). Light yellow solid, MS (ISP)=460.2 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07696200B2 |
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| Source dataset | uspto-grants-2010_04 |
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| ORD ID | ord-dd3dba9a10df4eb6ac5167ce746e4efa |
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| Source note | uspto-grants-2010_04 |
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