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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1856221Generated: November 1, 2026

Ammonia → 4,5-dichloro-2,3-dihydro-1H-isoindol-1-one

https://huagongshe.com/reaction/1856221

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantEthyl 2-bromomethyl-3,4-dichlorobenzoateHCID 18950258—
SolventDimethylformamideHCID 6228—
Product4,5-dichloro-2,3-dihydro-1H-isoindol-1-oneHCID 23346415—

Reaction Conditions

Temperature25 °C

Reaction Steps

Ammonia was bubbled through a solution of ethyl 2-bromomethyl-3,4-dichlorobenzoate (25 g, 0.08 mol.) in 250 ml. of dimethylformamide for 1/2 hour at 0° C. The mixture was stirred for one hour at 25° C., poured on crushed ice and filtered. The solid was chromatographed on silica gel eluted ether, ethyl acetate and then acetone to give 4,5-di-chloro-2,3-dihydro-1H-isoindol-1-one.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04218464
Source datasetuspto-grants-1980_08
ORD IDord-caca1a2d4551429e9db89dfde2c52b62
Source noteuspto-grants-1980_08