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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 556448Generated: October 26, 2026

Water → Rac-6-chloro-3-(3-chloro-benzyl)-3-(4-propoxy-phenylamino)-1,3-dihydro-indol-2-one

https://huagongshe.com/reaction/556448

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantBenzenamine, 4-propoxy-HCID 78221—
ReactantDiisopropylethylamineHCID 81531—
Reactant3-Bromo-6-chloro-3-(3-chloro-benzyl)-1,3-dihydro-indol-2-oneHCID 57507273—
SolventIsopropanolHCID 3776—
ProductRac-6-chloro-3-(3-chloro-benzyl)-3-(4-propoxy-phenylamino)-1,3-dihydro-indol-2-oneHCID 5750727482.2%

Reaction Steps

The mixture of rac-3-bromo-6-chloro-3-(3-chloro-benzyl)-1,3-dihydro-indol-2-one (100 mg, 0.27 mmol) (from example 1c supra), 4-propoxy-phenylamine (61 mg, 0.41 mmol) and DIPEA (104.5 mg, 0.81 mmol) in propan-2-ol (10 mL) was stirred at room temperature for 2 h. Then water (10 mL) was added and the desired product was precipitated out, then filtrated and dried to give 98 mg of rac-6-chloro-3-(3-chloro-benzyl)-3-(4-propoxy-phenylamino)-1,3-dihydro-indol-2-one as a white solid. MS: 441 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08058269B2
Source datasetuspto-grants-2011_11
ORD IDord-aa65df42b4b443e190e289d0f03192cd
Source noteuspto-grants-2011_11