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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 595666Generated: October 29, 2026

Pyridine → 5-bromo-2-((hydroxyimino)methyl)-N-methyl-6-(N-methylmethylsulfonamido)benzofuran-3-carboxamide

https://huagongshe.com/reaction/595666

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantHydroxyamine hydrochlorideHCID 443297—
Reactant5-bromo-2-formyl-N-methyl-6-(N-methylmethylsulfonamido)benzofuran-3-carboxamideHCID 90332490—
SolventDimethyl SulfoxideHCID 679—
SolventWaterHCID 962—
Product5-bromo-2-((hydroxyimino)methyl)-N-methyl-6-(N-methylmethylsulfonamido)benzofuran-3-carboxamideHCID 9033278189.3%

Reaction Steps

A mixture of 5-bromo-2-formyl-N-methyl-6-(N-methylmethylsulfonamido)benzofuran-3-carboxamide (700 mg, 1.8 mmol), hydroxylamine hydrochloride (280 mg, 4.05 mmol) and pyridine (284 mg, 3.6 mmol) in DMSO (5 mL) was stirred at room temperature for 2 h. The mixture was diluted with water, then filtered, the residue was crude product of 5-bromo-2-((hydroxyimino)methyl)-N-methyl-6-(N-methylmethylsulfonamido)benzofuran-3-carboxamide (650 mg, yield: 75%). 1H-NMR (DMSO-d6, 400 MHz) δ 12.26 (s, 1H), 8.46 (s, 1H), 8.41 (d, J=4.4 Hz, 1H), 8.18 (s, 1H), 8.06 (s, 1H), 3.20 (s, 3H), 3.19 (s, 3H), 2.83 (d, J=4.4 Hz, 3H). MS (M+H)+: 404/406.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09243002B2
Source datasetuspto-grants-2016_01
ORD IDord-1e939596859f444ba54193adbdb7eae7
Source noteuspto-grants-2016_01