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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1404993Generated: October 30, 2026

Sodium Thiosulfate → tert-butyl 7-bromo-2-methyl-8-(1-methylethyl)-2,3-dihydrothieno[2,3-f][1,4]oxazepine-4(5H)-carboxylate

https://huagongshe.com/reaction/1404993

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium ThiosulfateHCID 24477—
ReactantN-bromobutanimideHCID 67184—
ReactantHCID 67959183HCID 67959183—
SolventAcetonitrileHCID 6342—
Producttert-butyl 7-bromo-2-methyl-8-(1-methylethyl)-2,3-dihydrothieno[2,3-f][1,4]oxazepine-4(5H)-carboxylateHCID 6795927483.3%

Reaction Steps

A solution of tert-butyl 2-methyl-8-(1-methylethyl)-2,3-dihydrothieno[2,3-f][1,4]oxazepine-4(5H)-carboxylate (763 mg) obtained in Example 10, steps 1 and 2, N-bromosuccinimide (458 mg) and acetonitrile (6 mL) was stirred at room temperature for 2 hr, 10% aqueous sodium thiosulfate solution was added, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (solvent gradient; 3→7% ethyl acetate/hexane) to give the title compound (797 mg, 83%) as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08916549B2
Source datasetuspto-grants-2014_12
ORD IDord-0e09ec7ceb504b94bbf129f3dc3b4ef7
Source noteuspto-grants-2014_12