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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 272590Generated: October 31, 2026

Dimethylformamide → 5-(2,4-Difluoro-phenoxy)-2-nitro-benzamide

https://huagongshe.com/reaction/272590

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantThionyl ChlorideHCID 24386—
ReactantHCID 16785176HCID 16785176—
Product5-(2,4-Difluoro-phenoxy)-2-nitro-benzamideHCID 58905142—

Reaction Steps

A mixture of compound (1B) (53 g, 0.18 mol), thionyl chloride (51.3 mL) and DMF (1 mL) was stirred at room temperature for 18 h, then concentrated in vacuo to dryness. This acid chloride (60.7 g) was dissolved in THF (400 mL), and NH4OH (235 mL) was added. The mixture was then stirred for 18 h and concentrated in vacuo. The residue was purified by flash chromatography eluting with hexane:EtOAc (4:1) to afford 27.7 g of 5-(2,4-difluoro-phenoxy)-2-nitro-benzamide (IC).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07456185B2
Source datasetuspto-grants-2008_11
ORD IDord-745e53c926b94179a0e2d3d6296a9bde
Source noteuspto-grants-2008_11