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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1505775Generated: October 27, 2026

Acetyl chloride → 1422206-15-2

https://huagongshe.com/reaction/1505775

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetyl chlorideHCID 6367—
ReactantTriethylamineHCID 8471—
ReactantBenzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 466102—
Reactant2-Amino-5-bromo-3-hydroxybenzoic AcidHCID 21755143—
SolventO-XyleneHCID 7237—
SolventEthyl AcetateHCID 8857—
Product1422206-15-2HCID 84031516—

Reaction Steps

To a solution of 5-bromo-3-hydroxyanthranilic acid (prepared as described in Eur. J. Med. Chem., 1999, 34, 729) (400 mg) in xylene (30 mL), were added acetyl chloride (135 μL), triethylamine (265 μL) and pyridinium p-toluenesulfonate (130 mg), and the mixture was heated at reflux for 8 hours. The reaction mixture was cooled to room temperature, diluted with ethyl acetate, washed sequentially with water and brine, and dried over anhydrous magnesium sulfate, and the solvent was removed under reduced pressure. The residue was purified on silica gel column chromatography to obtain the titled compound (471 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09216968B2
Source datasetuspto-grants-2015_12
ORD IDord-4ab6c08a45ca4593b95424bfdadcbbc9
Source noteuspto-grants-2015_12