Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1189067Generated: November 2, 2026

N-Methylaniline → HCID 57691800, compound

https://huagongshe.com/reaction/1189067

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 (171mg, 1.12 mmol) and EDCI.HCl (293 mg, 1.53 mmol). The reaction was stirred at R.T. 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 cn be used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08674106B2
Source datasetuspto-grants-2014_03
ORD IDord-63a0b738369b48a49864d645ba13058f
Source noteuspto-grants-2014_03