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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1939139Generated: November 3, 2026

1H-Isoindole-1,3(2H)-dione, 2-(3-amino-4-chlorophenyl)- → Isopentyl 2-[(2-Chloro-5-phthalimidophenyl)amino]propionate

https://huagongshe.com/reaction/1939139

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1H-Isoindole-1,3(2H)-dione, 2-(3-amino-4-chlorophenyl)-HCID 333812—
ReactantSodium BicarbonateHCID 516892—
ReactantIsopentyl 2-bromopropanoateHCID 522863—
SolventEthyl AcetateHCID 8857—
ProductIsopentyl 2-[(2-Chloro-5-phthalimidophenyl)amino]propionateHCID 2146701465.3%

Reaction Conditions

Temperature150 °C

Reaction Steps

A mixture of 1.64 g of N-(3-amino-4-chlorophenyl)phthalimide, 2.68 g of isopentyl 2-bromopropionate, and 0.60 g of sodium hydrogencarbonate was heated at 150° C. for 5 hours while stirring. While the reaction mixture was hot, ethyl acetate was added thereto, and the reaction mixture was washed successively with water and a saturated sodium chloride aqueous solution, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate-hexane=1:8) to give 1.63 g of the title compound (Table 1, Compound No. 5).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05696056
Source datasetuspto-grants-1997_12
ORD IDord-4525023e361d4c5783a70d8ef30c3b67
Source noteuspto-grants-1997_12