HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylamine → 2-Amino-N,N-dimethyl-3-nitrobenzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylamine | HCID 674 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | 2-Amino-3-nitrobenzoic acid | HCID 219633 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Catalyst | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-Amino-N,N-dimethyl-3-nitrobenzamide | HCID 58736106 | 100% |
Reaction Steps
EDC.HCl (2.47 g, 12.88 mmol) was added to a stirred mixture of 2-amino-3-nitrobenzoic acid (2.18 g, 11.98 mmol) (Mickelson, J. Med. Chem, 39(23) 4662 (1996)), 2M dimethylamine in THF (6.45 ml, 12.9 mmol) and 1-hydroxybenzotriazole (0.1 g, 0.74 mmol) in dichloromethane (100 ml). The reaction mixture was stirred at room temperature for 18 h, washed with saturated aqueous sodium bicarbonate and the organic layer dried (Na2SO4) and evaporated in vacuo to afford the title compound as a pale orange gum (2.5 g, 100%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07928125B2 |
| Source dataset | uspto-grants-2011_04 |
| ORD ID | ord-4bb88b80c5b94c11888c66872974ab88 |
| Source note | uspto-grants-2011_04 |