HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methylamine → N-methyl-4-(1,4-benzodioxin-5-yl)butanamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methylamine | HCID 6329 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | 4-(1,4-Benzodioxin-5-yl)butanoic acid | HCID 53651367 | — |
| Reactant | HCID 178418300 | HCID 178418300 | — |
| Solvent | Benzene | HCID 241 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-methyl-4-(1,4-benzodioxin-5-yl)butanamide | HCID 54480546 | — |
Reaction Steps
0.1 g (0.75 mmol) of hydroxybenzotriazole (HOBt) and 0.14 g (0.75 mmol) of 1-(3dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (EDC) are introduced at 0° C. into a reaction mixture comprising 0.15 g (0.68 mmol) of the acid obtained in Step F dissolved in 3 ml of anhydrous DMF. After the addition of 1.02 mmol of a 10% solution of methylamine in benzene, stirring is maintained for 24 hours and then the solvent is evaporated off in vacuo. The residue obtained is taken up in dichloromethane and then washed with water. The organic phase is dried over magnesium sulphate and then concentrated in vacuo. Chromatography over silica gel (eluant:AcOEt/PE:70/30) allows isolation of the title amide in the form of a clear oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05919814 |
| Source dataset | uspto-grants-1999_07 |
| ORD ID | ord-a08bbb01be8f48e4bfb7f77956e94770 |
| Source note | uspto-grants-1999_07 |