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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1281895Generated: November 1, 2026

Hydrochloric Acid → HCID 10923302, compound

https://huagongshe.com/reaction/1281895

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantWaterHCID 962—
ReactantHCID 10914818HCID 10914818—
ReactantSodium MethoxideHCID 10942334—
SolventDimethylformamideHCID 6228—
ProductHCID 10923302HCID 10923302106.5%

Reaction Steps

A solution of N-(2-hydroxy-3-methoxyphenyl)-2-bromo-5-methyl-3-thiophenecarboxamide (2.30 g) and sodium methoxide (549 mg) in N,N-dimethylformamide (12 ml) was stirred under reflux with heating for 19 hours. The reaction system was cooled to room temperature, and the reaction mixture was poured into water (50 ml). The mixture was neutralized with hydrochloric acid, extracted twice with chloroform and washed with water. The organic layer was dried over sodium sulfate and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (elution solvent hexane:ethyl acetate=1:1) to give 2-methyl-9-methoxythieno[2,3-b][1,5]benzoxazepin-4(5H)-one (1.87 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06455521B1
Source datasetuspto-grants-2002_09
ORD IDord-21f2cf923ea649d3bac20a16985c670a
Source noteuspto-grants-2002_09