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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 556462Generated: October 26, 2026

Water → Rac-3-[6-chloro-3-(3-chloro-benzyl)-2-oxo-2,3-dihydro-1h-indol-3-ylamino]-benzoic acid

https://huagongshe.com/reaction/556462

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant3-Aminobenzoic AcidHCID 7419—
ReactantPotassium CarbonateHCID 11430—
Reactant3-Bromo-6-chloro-3-(3-chloro-benzyl)-1,3-dihydro-indol-2-oneHCID 57507273—
SolventAcetic AcidHCID 176—
SolventDimethylformamideHCID 6228—
ProductRac-3-[6-chloro-3-(3-chloro-benzyl)-2-oxo-2,3-dihydro-1h-indol-3-ylamino]-benzoic acidHCID 57507310—

Reaction Steps

The mixture of rac-3-bromo-6-chloro-3-(3-chloro-benzyl)-1,3-dihydro-indol-2-one (740 mg, 2 mmol), 3-amino-benzoic acid (301 mg, 2.2 mmol) and K2CO3 (552 mg, 4 mmol) in DMF (5 mL) was stirred for 0.5 h and then poured into water (100 mL). The resulting solution was acidified by acetic acid and filtered. The filter cake was washed by water and dried to give rac-3-[6-chloro-3-(3-chloro-benzyl)-2-oxo-2,3-dihydro-1H-indol-3-ylamino]-benzoic acid as a pale yellow solid. MS m/z 425 (M−H)−.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08058269B2
Source datasetuspto-grants-2011_11
ORD IDord-e98c257208384491aee51833ae63ce35
Source noteuspto-grants-2011_11