HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 3-chloro-N,N-dimethyl-4-methylamino-benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Bis-(1H-imidazol-2-YL)-methanone | HCID 5250894 | — |
| Reactant | 3-Chloro-4-(methylamino)benzoic acid | HCID 23085078 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 3-chloro-N,N-dimethyl-4-methylamino-benzamide | HCID 66868529 | — |
Reaction Steps
To 3-chloro-4-methylamino-benzoic acid (387 mg) in dry N,N-dimethylformamide (10 mL) was added carbonyl diimidazole (440 mg). After one hour, dimethylamine. HCl (221 mg) and triethylamine (0.38 mL) were added. The reaction mixture was stirred overnight, then diluted with ethyl acetate, washed with brine, dried (MgSO4) and the solvent removed in vacuo. Purification using flash chromatography yielded 3-chloro-N,N-dimethyl-4-methylamino-benzamide.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09309265B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-e1d4f61ba8b6490fb50df2e003181b10 |
| Source note | uspto-grants-2016_04 |