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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1651478Generated: November 2, 2026

Diethyl Ether → 3-(Chloroacetamido)-2-hydroxyphenyl sulfonamide

https://huagongshe.com/reaction/1651478

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantM-XyleneHCID 7929—
ReactantAluminum(III) ChlorideHCID 6451240—
Reactant5-t-butyl-2-methoxy-3-(chloroacetamido) phenyl N-t-butylsulfonamideHCID 15029587—
SolventWaterHCID 962—
Product3-(Chloroacetamido)-2-hydroxyphenyl sulfonamideHCID 15029588—

Reaction Conditions

Temperature95 °C

Reaction Steps

A mixture of 5-t-butyl-2-methoxy-3-(chloroacetamido) phenyl-N-t-butyl-sulfonamide (8.0 g), aluminium chloride (16.4 g) and m-xylene (80 ml) was heated at 95° C. with stirring for 16 hours under nitrogen. The mixture was then poured into a beaker containing diethyl ether (300 ml) and water (300 ml) and stirred at ambient temperature for 15 minutes. The organic layer is separated and dried over sodium sulphate and concentrated under vacuum in order to remove all diethyl ether. The residual solution was cooled and hexane added to precipitate the title compound (4.7 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04929269
Source datasetuspto-grants-1990_05
ORD IDord-1279d3f0b3a14fc394a6f06d92ccfada
Source noteuspto-grants-1990_05