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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1914890Generated: October 26, 2026

Hydrochloric Acid → 4,5-Difluoro-N6-(2-fluoro-4-iodo-phenyl)-benzofuran-6,7-diamine

https://huagongshe.com/reaction/1914890

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantEthyl AcetateHCID 8857—
Reactant(4,5-Difluoro-7-nitro-benzofuran-6-yl)-(2-fluoro-4-iodo-phenyl)-amineHCID 67235416—
CatalystZincHCID 23994—
SolventTetrahydrofuranHCID 8028—
SolventHexaneHCID 8058—
Product4,5-Difluoro-N6-(2-fluoro-4-iodo-phenyl)-benzofuran-6,7-diamineHCID 6831326999.1%

Reaction Conditions

Temperature30 °C

Reaction Steps

Concentrated HCl (1 mL) was added to a solution of (4,5-difluoro-7-nitro-benzofuran-6-yl)-(2-fluoro-4-iodo-phenyl)-amine (0.260 g, 0.599 mmol) in THF (5 mL) at 0° C. This was followed by the addition of zinc dust (0.179 g, 5.99 mmol) at 0° C. The reaction mass was stirred for 1 hour at 20-40° C. The reaction was monitored by TLC (20% ethyl acetate in hexane). The reaction mass was concentrated under reduced pressure and the concentrate was extracted with ethyl acetate (50 mL). The organic layer was washed with water, brine solution, dried over sodium sulphate and concentrated under reduced pressure to afford 0.240 g of the crude compound which used for the next step without further purification. 1H NMR (CDCl3, 300 MHz): δ 7.53 (d, 1H), 7.49 (dd, 1H), 7.20 (d, 1H), 6.00 (d, 1H), 6.20 (t, 1H), 5.42 (bs, 1H), 4.10 (bs, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08614239B2
Source datasetuspto-grants-2013_12
ORD IDord-987b9b1190d0497ba338ce9c63e86de1
Source noteuspto-grants-2013_12