HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylamine → 3-Fluoro-N,N-dimethyl-4-nitrobenzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylamine | HCID 674 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-Fluoro-4-nitrobenzoyl chloride | HCID 2774656 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-Fluoro-N,N-dimethyl-4-nitrobenzamide | HCID 22181578 | 50% |
Reaction Steps
Into a solution of 3 (1.50 g, 7.36 mmol) in CH2Cl2 (30 mL) at 0° C. was added triethylamine (1.5 mL, 10.9 mmol) and dimethylamine 40% in water (0.83 mL, 7.36 mmol) dropwise. The solution was stirred and allowed to warm to RT overnight before concentrating under reduced pressure and adding EtOAc. The solution was washed sequentially with saturated NaHCO3, water, and brine, before drying over MgSO4 and concentrating under reduced pressure to give impure 4 (0.78 g, 50%). MS: APCI (AP+): 213.1 (M)+, (AP−): 212.1 (M)−.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07407974B2 |
| Source dataset | uspto-grants-2008_08 |
| ORD ID | ord-ec7ad5e874f14a9e96c22db6cdfd7fb8 |
| Source note | uspto-grants-2008_08 |