HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Methylmorpholine → N,N-dimethyl-2-nitrobenzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Methylmorpholine | HCID 7972 | — |
| Reactant | 2-Nitrobenzoic acid | HCID 11087 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | Dimethylazanium;chloride | HCID 12954980 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N,N-dimethyl-2-nitrobenzamide | HCID 3261775 | 91.7% |
Reaction Steps
To a solution of 2.0 g 2-nitrobenzoic acid and 0.98 g dimethylammonium chloride in dichloromethane at 0° C. were added 2.29 g 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride, 1.62 g N-hydroxy-benzotriazol and 6.05 g N-methyl-morpholine. The resulting mixture was stirred at room temperature overnight. The reaction mixture was then washed sequentially, with saturated sodium hydrogen carbonate, a 5% aqueous solution of citric acid and brine. The organic phase was dried over sodium sulfate. After filteration the solvent was removed in vacuo yielding N,N-dimethyl-2-nitrobenzamide (2.13 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05985837 |
| Source dataset | uspto-grants-1999_11 |
| ORD ID | ord-33c1a8cf5cd94fefac4b80ea38252523 |
| Source note | uspto-grants-1999_11 |