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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2259882Generated: November 2, 2026

Water → 8-(2-chloroethylureido)-3-methyl-4-oxo-2-phenyl-4H-1-benzopyran

https://huagongshe.com/reaction/2259882

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant2-Chloroethyl isocyanateHCID 16035—
Reactant8-amino-3-methyl-4-oxo-2-phenyl-4H-1-benzopyranHCID 19972808—
SolventDimethylformamideHCID 6228—
Product8-(2-chloroethylureido)-3-methyl-4-oxo-2-phenyl-4H-1-benzopyranHCID 67714712—

Reaction Steps

4 ml of 2-chloroethylisocyanate were added, under stirring at ambient temperature, to a solution of 3.9 g of 8-amino-3-methyl-4-oxo-2-phenyl-4H-1-benzopyran in 52 ml of anhydrous dimethylformamide. Stirring was continued at 70° C. for 5 hours. Water was added to the reaction mixture, which was then extracted with ethyl acetate. The organic phase was evaporated to dryness in vacuo. The residue was suspended in diethyl ether under stirring. The title product was then filtered off and recrystallized from methanol. Yield 3.74 g, m.p. 213°-214° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05474994
Source datasetuspto-grants-1995_12
ORD IDord-00c74593a1a240c5abeea1aa5a5a5404
Source noteuspto-grants-1995_12