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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 380286Generated: October 31, 2026

Water → 7-fluoro-6-(2-nitrobenzoyl)amino-2H-1,4-benzoxazin-3-(4H)-one

https://huagongshe.com/reaction/380286

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
Reactant2-Nitrobenzoyl chlorideHCID 11875—
Reactant7-Fluoro-6-amino-2H-1,4-benzoxazin-3(4H)-oneHCID 10313389—
SolventDichloromethaneHCID 6344—
Product7-fluoro-6-(2-nitrobenzoyl)amino-2H-1,4-benzoxazin-3-(4H)-oneHCID 1836462892%

Reaction Steps

A solution of 2-nitro-benzoyl chloride (2.04 g, 90% purity, 10 mmol) in CH2Cl2 (20 mL) was added dropwise into a mixture of 7-fluoro-6-amino-2H-1,4-benzoxazin-3-(4H)-one (1.78 g, 10 mmol) and triethylamine (1.1 g, 11 mmol) in CH2Cl2 (20 mL) over 10 min with ice-water bath cooling. The reaction mixture was then stirred at room temperature overnight. The mixture was poured into water and the resulting precipitate was collected by suction-filtration and washed with hexane and then water to give 7-fluoro-6-(2-nitrobenzoyl)amino-2H-1,4-benzoxazin-3-(4H)-one, 2.9 g (yield: 92%) as a solid: mp >248° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06303542B1
Source datasetuspto-grants-2001_10
ORD IDord-7b4227860f1d48df9f9a3d9a9e65d3eb
Source noteuspto-grants-2001_10