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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1281872Generated: October 26, 2026

Potassium Carbonate → 8-methoxy-2-methylthieno[2,3-b][1,5]benzoxazepin-4(5H)-one

https://huagongshe.com/reaction/1281872

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantN-(2-hydroxy-4-methoxyphenyl)-2-bromo-5-methyl-3-thiophenecarboxamideHCID 10860794—
SolventDimethyl SulfoxideHCID 679—
Product8-methoxy-2-methylthieno[2,3-b][1,5]benzoxazepin-4(5H)-oneHCID 1099982733.1%

Reaction Conditions

Temperature145 °C

Reaction Steps

To a solution of N-(2-hydroxy-4-methoxyphenyl)-2-bromo-5-methyl-3-thiophenecarboxamide (2.1 g) in dimethyl sulfoxide (17 ml) was added potassium carbonate (1.7 g), and the mixture was stirred at 145° C. for 2 hours. The reaction system was cooled to room temperature and the reaction mixture was poured into ice water. The precipitated crystals were collected by filtration and the obtained crystals were purified by silica gel column chromatography (chloroform:methanol=20:0-20:1). The obtained solid was collected by filtration from diisopropyl ether-ethyl acetate-methanol to give 8-methoxy-2-methylthieno[2,3-b][1,5]benzoxazepin-4(5H)-one (530 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06455521B1
Source datasetuspto-grants-2002_09
ORD IDord-42ef7cb7b22240fd9a4e3c066d5f11df
Source noteuspto-grants-2002_09