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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1051934Generated: November 2, 2026

Phthalimide → 2,4-Dichloro-6-cyclopropylbenzylamine

https://huagongshe.com/reaction/1051934

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhthalimideHCID 6809—
ReactantPotassium CarbonateHCID 11430—
ReactantSodium BicarbonateHCID 516892—
Reactant1-Bromo-2-(bromomethyl)-3,5-dichlorobenzeneHCID 10426068—
Reactant2-(2-Bromo-4,6-dichlorobenzyl)isoindoline-1,3-dioneHCID 89704758—
SolventAcetonitrileHCID 6342—
Product2,4-Dichloro-6-cyclopropylbenzylamineHCID 89704840—

Reaction Conditions

Temperature50 °C

Reaction Steps

A.2.1.1. Synthesis of 2-(2-bromo-4,6-dichlorobenzyl)isoindoline-1,3-dione To a soln. of 1-bromo-2-(bromomethyl)-3,5-dichlorobenzene (1.98 mmol) [J. Med. Chem. 1992, 35, 4221-4229] in 10 mL CH3CN were added phthalimide (1.98 mmol) and K2CO3 (5.93 mmol). The reaction mixture was stirred at 50° C. for 6 h and then at RT overnight. Sat. aq. NaHCO3 soln. was added and the mixture was extracted 3 times with DCM. The comb. org. phases were dried over MgSO4 and conc. in vacuo to obtain the desired product as beige solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09388197B2
Source datasetuspto-grants-2016_07
ORD IDord-06abd1d3cc514fb7863c48332c491002
Source noteuspto-grants-2016_07