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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2291766Generated: November 1, 2026

Ethyl bromoacetate → 4-ethoxycarbonylmethyl-7-nitro-2H-1,4-benzoxazin-3(4H)-one

https://huagongshe.com/reaction/2291766

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl bromoacetateHCID 7748—
ReactantPotassium CarbonateHCID 11430—
Reactant7-nitro-3,4-dihydro-2H-1,4-benzoxazin-3-oneHCID 2763830—
SolventAcetonitrileHCID 6342—
Product4-ethoxycarbonylmethyl-7-nitro-2H-1,4-benzoxazin-3(4H)-oneHCID 1115018371.4%

Reaction Steps

Ethyl bromoacetate (18.4 g) was added dropwise at a temperature of 30° C. to 40° C. to a mixture of 7-nitro-2H-1,4-benzoxazin-3(4H)-one (19.4 g), potassium carbonate (15.2 g) and acetonitrile (100 ml), the mixture was refluxed under heating for 3 hours. When the reaction was completed, the liquor was filtered, the filtrate was distilled. Recrystallization of the resulting solid from toluene-hexane gave the desired 4-ethoxycarbonylmethyl-7-nitro-2H-1,4-benzoxazin-3(4H)-one (20 g). mp. 120.5°-121.5° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04798620
Source datasetuspto-grants-1989_01
ORD IDord-59bbc318485c499daee91d5f32eef94f
Source noteuspto-grants-1989_01