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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

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzaldehyde dimethyl acetalHCID 62375—
Reactantp-Toluenesulfonic acid monohydrateHCID 521998—
Reactant3-(5-Chloro-2-methoxy-benzenesulfonylamino)-4-hydroxy-benzoic acid methyl esterHCID 66789129—
SolventHeptaneHCID 8900—
Product3-(5-Chloro-2-methoxy-benzenesulfonyl)-2-phenyl-2,3-dihydro-benzooxazole-5-carboxylic acid methyl esterHCID 6678898384%

Reaction Conditions

Temperature100 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07696200B2
Source datasetuspto-grants-2010_04
ORD IDord-dd3dba9a10df4eb6ac5167ce746e4efa
Source noteuspto-grants-2010_04