Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1914886Generated: November 3, 2026

Sodium hydride → 6-(4-Bromo-2-fluoro-phenyl)-4,5-difluoro-7-oxo-6,7-dihydro-imidazo[4',5':3,4]benzo[1,2-d]oxazole-8-sulfonic acid dimethylamide

https://huagongshe.com/reaction/1914886

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantDimethylsulphamoyl chlorideHCID 83372—
Reactant6-(4-Bromo-2-fluoro-phenyl)-4,5-difluoro-6,8-dihydro-imidazo[4',5':3,4]benzo[1,2-d]oxazol-7-oneHCID 67236633—
Product6-(4-Bromo-2-fluoro-phenyl)-4,5-difluoro-7-oxo-6,7-dihydro-imidazo[4',5':3,4]benzo[1,2-d]oxazole-8-sulfonic acid dimethylamideHCID 6831352814.5%

Reaction Steps

Intermediate I-24a was prepared from 6-(4-bromo-2-fluoro-phenyl)-4,5-difluoro-6,8-dihydro-imidazo[4′,5′:3,4]benzo[1,2-d]oxazol-7-one (I-16a: 350 mg, 0911 mmol), N,N-dimethylaminosulfonyl chloride (196.32 mg, 1.36 mmol) and NaH (54.4 mg, 1.36 mmol) using procedures analogous to those described above for Intermediate I-19a to afford 65 mg of the product (14.5% yield). H1NMR (DMSO-d6, 300 MHz): δ 8.96 (s, 1H), 7.95 (dd, 1H), 7.79 (t, 1H), 7.69 (dd, 1H), 3.08 (s, 6H). HPLC: 95.7%

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08614239B2
Source datasetuspto-grants-2013_12
ORD IDord-441fa4ecfdb94352b711d081cc32599f
Source noteuspto-grants-2013_12