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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1646874Generated: October 31, 2026

2(3H)-Benzoxazolone → 6-(3-Chloropropanoyl)-1,3-benzoxazol-2(3H)-one

https://huagongshe.com/reaction/1646874

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2(3H)-BenzoxazoloneHCID 6043—
Reactant3-Chloropropionyl chlorideHCID 69364—
ReactantAluminum(III) ChlorideHCID 6451240—
SolventDimethylformamideHCID 6228—
Product6-(3-Chloropropanoyl)-1,3-benzoxazol-2(3H)-oneHCID 11790876—

Reaction Steps

56.1 g (0.42 mole) of aluminum chloride are weighed into a ground-necked flask, 10 cm3 of dimethylformamide are then added using a dropping funnel and the mixture is left stirring until it becomes homogeneous. 8.1 g (0.06 mole) of benzoxazolinone are then added and the mixture is left stirring for 10 minutes before adding (0.072 mole) of 3-chloropropionic acid chloride. This mixture is maintained in an oil bath at 80°-85° C. for approximately 2 hours 30 minutes. After cooling, the reaction mixture is poured into ice-cold water. The precipitate is drained and washed with water to neutrality. The product is recrystallized in ethanol.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05182278
Source datasetuspto-grants-1993_01
ORD IDord-edf818d78b974f388080a9fd2e712a91
Source noteuspto-grants-1993_01