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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 348770Generated: October 25, 2026

Sodium hydride → 3-Nitro-4-(propylamino)benzonitrile

https://huagongshe.com/reaction/348770

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant1-IodopropaneHCID 33643—
Reactant4-Amino-3-nitrobenzonitrileHCID 595901—
SolventDimethylformamideHCID 6228—
Product3-Nitro-4-(propylamino)benzonitrileHCID 23079333—

Reaction Steps

In DMF (15 ml), 3-nitro-4-aminobenzonitrile (500 mg) was dissolved, and the solution was added with sodium hydride (135 mg), followed by stirring at room temperature for 9 hours. The solution was added with 1-iodopropane (328 ml) and stirred overnight at room temperature. After completion of the reaction, the solvent was distilled off under reduced pressure and the residue was then dissolved in chloroform. The solution was washed with water and then subjected to extraction with chloroform. The organic layer was washed with saturated saline solution and dried with anhydrous sodium sulfate. After filtration, the solvent was distilled off under reduced pressure and the residue was then purified through silica gel column chromatography (chloroform), thereby obtaining the subject compound (362 mg) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07176227B2
Source datasetuspto-grants-2007_02
ORD IDord-bd81120ac3494919b155d95658a1dd97
Source noteuspto-grants-2007_02