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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1644388Generated: October 31, 2026

Cesium carbonate → 6-(ethylsulfonyl)-2H-1,4-benzoxazin-3(4H)-one

https://huagongshe.com/reaction/1644388

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantBromoacetyl bromideHCID 61147—
Reactant2-Amino-4-(ethylsulphonyl)phenolHCID 643218—
SolventDimethylformamideHCID 6228—
Product6-(ethylsulfonyl)-2H-1,4-benzoxazin-3(4H)-oneHCID 2736470—

Reaction Conditions

Temperature0 °C

Reaction Steps

Commercially available 4-ethylsulfonyl-2-aminophenol (4.02 g, 20 mmol) was dissolved in DMF (30 mL) and mixed with cesium carbonate (6.5 g, 20 mmol). The reaction mixture was cooled to 0° C. and bromoacetyl bromide (4.0 g, 20 mmol) in DMF (5 mL) was added dropwise. The reaction was stirred overnight at room temperature. After aqueous work up, the product was purified by silica gel chromatography with methanol/dichloromethane to give the product as an orange solid, 1.7 g (35%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08124602B2
Source datasetuspto-grants-2012_02
ORD IDord-06932f5287e946bf9c068a378e150893
Source noteuspto-grants-2012_02