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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1796344Generated: November 3, 2026

Ethylamine → HCID 86588556, compound

https://huagongshe.com/reaction/1796344

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthylamineHCID 6341—
ReactantMethyl 3-fluoro-4-nitrobenzoateHCID 592761—
Reactant(1H-benzo[d]imidazol-2-yl)methanamine dihydrochlorideHCID 2723957—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductHCID 86588556HCID 8658855685%

Reaction Steps

To a flask under nitrogen atmosphere was charged 500 ml of NMP and 3-fluoro-4 nitro benzoic acid methylester (15.64 g, 78.5 mmol, 1 eq) followed by aminomethyl-benzimidazole dihydrochloride (20.16 g, 91.6 mmol, 1.2 eq). To this, Diispropyl ethylamine (55 ml, 316 mmol, 4 eq) was charged and stirred for 16 hours. The reaction was then poured into 1200 ml of ice water resulting in a yellow/orange solid. The solid was filtered and resuspended in 300 ml of cold water, stirred for 1 hour, filtered and dried to constant weight. Yield 85%, 18.8 g. TLC elution solvent system 5% methanol/95% dichloromethane, Rf=0.6.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07030150B2
Source datasetuspto-grants-2006_04
ORD IDord-1c818322919a4ad8a46368921bee7eac
Source noteuspto-grants-2006_04