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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 422268Generated: October 30, 2026

N-Methylaniline → HCID 57691800, compound

https://huagongshe.com/reaction/422268

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-MethylanilineHCID 7515—
Reactant4-Pentynoic acidHCID 22464—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
SolventDichloromethaneHCID 6344—
ProductHCID 57691800HCID 5769180078.5%

Reaction Steps

To a solution of N-methylbenzenamine (110 mg, 1.02 mmol) in DCM (3 mL) was successively added at R.T. 4-pentynoic acid (100 mg, 1.02 mmol), HOBT (171 mg, 1.12 mmol) and EDCI.HCl (293 mg, 1.53 mmol). The reaction was stirred at RT. Overnight. The reaction was quenched with water. The organic layer was separated and washed with 1M NaHCO3 and water. The solvent was removed under reduced pressure to afford 150 mg N-methyl-N-phenylpent-4-ynamide (Yield: 78%) as an orange oil which can be used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08101637B2
Source datasetuspto-grants-2012_01
ORD IDord-7b6f4f2ddc7f4f059b7e59dc51cdfdea
Source noteuspto-grants-2012_01