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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1683272Generated: October 27, 2026

Ethyl Bromide → HCID 178436371, compound

https://huagongshe.com/reaction/1683272

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl BromideHCID 6332—
ReactantSodium hydrideHCID 24758—
Reactant[(3-Ethylphenyl)amino]carbonitrileHCID 10012043—
ReactantN-(m-ethylphenyl)-N-ethylcyanamideHCID 10442201—
SolventMethanolHCID 887—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 178436371HCID 17843637188%

Reaction Steps

N-(m-Ethylphenyl)-N-ethylcyanamide: A suspension of m-ethylphenylcyanamide (2.26 g, 15.45 mmol) and sodium hydride (820 mg, 34.2 mmol, pre-washed thrice with hexane) in anhydrous THF (20 ml) was heated at 80°-85° C. for 2.5 hours. After it was allowed to cool to room temperature ethyl bromide (4.66 g, 42.76 mmol) was added and continued stirring at room temperature for 6 hours. Methanol (20 ml) followed by water (40 ml) were added and then extracted with dichloromethane (3×25 ml). Concentration of the organic layer followed by quick flash chromatography afforded the title compound (2.36 mg, 88%) as a light yellow liquid:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05637622
Source datasetuspto-grants-1997_06
ORD IDord-8e79a427922f4134a0009a9267170441
Source noteuspto-grants-1997_06