Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 334540Generated: October 30, 2026

N-Methylaniline → HCID 57691800, compound

https://huagongshe.com/reaction/334540

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 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 can be used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08883826B2
Source datasetuspto-grants-2014_11
ORD IDord-dd57ea7b4514446aa4ba1781923fba05
Source noteuspto-grants-2014_11