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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2286203Generated: October 31, 2026

Chloroform → 2-bromo-N-(4-oxo-1-benzopyran-3-yl)-acetamide

https://huagongshe.com/reaction/2286203

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloroformHCID 6212—
ReactantDiisopropylethylamineHCID 81531—
ReactantBromoacetyl chlorideHCID 89602—
Reactant3-AminochromoneHCID 12258646—
SolventTolueneHCID 1140—
Product2-bromo-N-(4-oxo-1-benzopyran-3-yl)-acetamideHCID 20542215—

Reaction Conditions

Temperature40 °C

Reaction Steps

The starting material can be prepared for example as follows: 10 ml of chloroform are added to 8 g of 3-aminochromone in 200 ml of toluene and the mixture is warmed to 40° C. After cooling to 20° C., 10 ml of N,N-diisopropylethylamine are added with stirring, followed by the addition of 4.8 ml of bromoacetyl chloride in 20 ml of toluene at 10° C. in the course of 5 minutes. When the addition is complete, the reaction mixture is stirred for 1 hour at room temperature. The crystalline precipitate which has formed is collected by suction, washed with water and recrystallised from ethanol/petroleum ether, yielding 11.8 g of 2-bromo-N-(4-oxo-1-benzopyran-3-yl)-acetamide with a melting point of 198° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04327091
Source datasetuspto-grants-1982_04
ORD IDord-bdecfcfebd1941cea8b4dd518c6a34a3
Source noteuspto-grants-1982_04