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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1829021Generated: October 28, 2026

Water → HCID 69659198, compound

https://huagongshe.com/reaction/1829021

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
ReactantPropanoyl chloride, 3-bromo-HCID 84944—
Reactant3-(6-Amino-3H-isobenzofuran-1-ylidene)-5-chloro-1,3-dihydro-indol-2-oneHCID 68461867—
SolventTetrahydrofuranHCID 8028—
ProductHCID 69659198HCID 6965919889.3%

Reaction Conditions

Temperature45 °C

Reaction Steps

To a stirred mixture of 3-(6-amino-3H-isobenzofuran-1-ylidene)-5-chloro-1,3-dihydro-indol-2-one (300 mg, 1.0 mmol) and triethylamine (0.41 ml, 3.0 mmol) in THF (10 ml), was added 3-bromopropionyl chloride (0.12 ml, 1.2 mmol). The mixture was heated at 45° C. for 2 hours, cooled to room temperature and poured into water (150 ml). The solid was filtered, washed with water and dried under vacuum to give crude product. The crude product was triturated with toluene to afforded N-[3-(5-chloro-2-oxo-1,2-dihydro-indol-3-ylidene)-1,3-dihydro-isobenzofuran-5-yl]-acrylamide as a bright yellow solid (315 mg, 89%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07060844B2
Source datasetuspto-grants-2006_06
ORD IDord-4c4f43ecd55d4cc0ad954a727600db3f
Source noteuspto-grants-2006_06