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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1432056Generated: October 31, 2026

1-Bromo-3-(bromomethyl)-5-chlorobenzene → 2-(3-Bromo-5-chlorobenzyl)isoindoline-1,3-dione

https://huagongshe.com/reaction/1432056

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Bromo-3-(bromomethyl)-5-chlorobenzeneHCID 22324264—
ReactantPhthalimide potassium saltHCID 24194345—
SolventDimethylformamideHCID 6228—
Product2-(3-Bromo-5-chlorobenzyl)isoindoline-1,3-dioneHCID 5896295085.6%

Reaction Conditions

Temperature120 °C

Reaction Steps

Step G3. A mixture of 1-bromo-3-(bromomethyl)-5-chlorobenzene (6 g, ˜21 mmol) and potassium phthalimide (3.15 g, 17 mmol) in DMF (50 ml) was heated at 120° C. for 2 hours. After cooled down, a white solid precipitated. The solid was filtered and washed with ethanol, then dried in vacuum. 2-(3-Bromo-5-chlorobenzyl)isoindoline-1,3-dione (5.1 g, 85%) was obtained as white solid. 1H NMR (DMSO-d6): δ3.72 (s, 2H), 7.43 (s, 1H), 7.51 (s, 1H), 7.52 (s, 1H), 7.84,7.86 (d,2H), 8.05,8.07 (d,2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07612069B2
Source datasetuspto-grants-2009_11
ORD IDord-b002224c836c44a6954318f31ecd6c98
Source noteuspto-grants-2009_11