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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1809586Generated: October 30, 2026

Sodium hydride → HCID 67485915, compound

https://huagongshe.com/reaction/1809586

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantAmmonium ChlorideHCID 25517—
Reactant2-Bromo-4-fluorophenolHCID 605472—
Reactant5-Bromo-3-nitropyridine-2-carbonitrileHCID 2769698—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 67485915HCID 6748591596.2%

Reaction Conditions

Temperature0 °C

Reaction Steps

A 1 L flask was charged with 2-bromo-4-fluorophenol (20.5 g, 107 mmol) and DMF (500 mL). The reaction was cooled to 0° C. and NaH (2.84 g, 118 mmol) was added slowly and stirred for 15 minutes. 5-Bromo-3-nitropicolinonitrile (24.5 g, 107 mmol) was added and reaction stirred at 0° C. for 20 minutes. Saturated NH4Cl (300 mL) was added and poured into 1L water and stirred. The resultant solids were filtered and dried in a vacuum oven overnight to afford 5-bromo-3-(2-bromo-4-fluorophenoxy)picolinonitrile (38.3 g, 95.8% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08362037B2
Source datasetuspto-grants-2013_01
ORD IDord-d099357786004f19a0474986a4832dac
Source noteuspto-grants-2013_01