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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1031696Generated: October 31, 2026

Hydrochloric Acid → 7-methylsulfonylamino-6-phenoxy-4H-1-benzopyran-4-one

https://huagongshe.com/reaction/1031696

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantBromobenzeneHCID 7961—
ReactantPotassium CarbonateHCID 11430—
ReactantHCID 22168218HCID 22168218—
CatalystCopperHCID 23978—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product7-methylsulfonylamino-6-phenoxy-4H-1-benzopyran-4-oneHCID 1061648080.9%

Reaction Conditions

Temperature150 °C

Reaction Steps

200 mg of 6-hydroxy-7-methylsulfonylamino-4H-1-benzopyran-4-one was dissolved in 2 ml of N,N-dimethylformamide. Thereto were added 390 mg of bromobenzene, 113 mg of potassium carbonate and 52 mg of a copper powder. The mixture was stirred for 1.5 hours at 150° C. The reaction mixture was introduced into 10 ml of ice water. The mixture was adjusted to pH 2 with 4N hydrochloric acid. Thereto was added 10 ml of ethyl acetate. The organic layer was separated, washed with water and a saturated aqueous sodium chloride solution in this order, and dried with anhydrous magnesium sulfate. The solvent was removed by distillation under reduced pressure. The residue was recrystallized from acetonitrile to obtain 210 mg (yield: 80%) of 7-methylsulfonylamino-6-phenoxy4H-1-benzopyran-4-one. The properties (melting point, IR and NMR) of this compound agreed with those of the compound obtained in Example 1 (3).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04954518
Source datasetuspto-grants-1990_09
ORD IDord-645053e327c5442dba5b10c4af27eefb
Source noteuspto-grants-1990_09