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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 589724Generated: October 25, 2026

Acetic Acid → 3-[[3-(3,5-Dichlorophenyl)phenyl]sulfonylamino]benzoic acid

https://huagongshe.com/reaction/589724

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantLithium HydroxideHCID 3939—
ReactantBenzoic acid, 3-amino-, methyl esterHCID 78274—
Reactant3-(3,5-dichlorophenyl)benzenesulfonyl ChlorideHCID 3674994—
SolventTetrahydrofuranHCID 8028—
Product3-[[3-(3,5-Dichlorophenyl)phenyl]sulfonylamino]benzoic acidHCID 56941603—
ProductMethyl 3-{[(3',5'-dichlorobiphenyl-3-yl)sulfonyl]amino}benzoateHCID 66799972—
Productlithium acetateHCID 178506943—

Reaction Conditions

Temperature56 °C

Reaction Steps

The intermediate methyl 3-{[(3′,5′-dichlorobiphenyl-3-yl)sulfonyl]amino}benzoate was synthesised according to the first step in General Procedure 2, described in Example 5, with methyl 3-aminobenzoate (7.55 mg, 0.05 mmol) and [3-(3,5-dichlorophenyl)phenyl]sulfonyl chloride (17.7 mg, 0.055 mmol). The ester intermediate was dissolved in aqueous THF (2 mL, 1:1 THF/water) and then LiOH (11 mg, 0.26 mmol, 6 equiv.) was added. The reaction mixture was stirred at 56° C. overnight. After addition of HOAc (15 the solvents were evaporated giving the title compound in a mixture with LiOAc. MS (ESI+) calcd for C19H13Cl2NO4S 420.994234, found 420.994364.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09233946B2
Source datasetuspto-grants-2016_01
ORD IDord-838c11eaba9d4f7ea665dee7761e6a52
Source noteuspto-grants-2016_01