HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → Benzamide, 4-bromo-2-fluoro-N-methyl-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | Methylamine | HCID 6329 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Bromo-2-fluorobenzoic acid | HCID 302681 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Benzamide, 4-bromo-2-fluoro-N-methyl- | HCID 24694329 | 32% |
Reaction Steps
A solution of 4-bromo-2-fluorobenzoic acid (0.8 g, 3.7 mmol), methylamine (3.65 mL, 7.3 mmol), EDC (1.4 g, 7.3 mmol), triethylamine (1.0 mL, 7.3 mmol) dissolved in CH2Cl2(15 mL) was stirred under N2 for 24 h. The reaction mixture was partitioned between 1N HCl and EtOAc. The organic layers were washed with saturated NaHCO3, brine, dried over dried over Na2SO4 and concentrated. The residue was purified by silica gel chromatography (40% EtOAc in hexanes) to give the title compound as a white solid (0.27 g, 32%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07148226B2 |
| Source dataset | uspto-grants-2006_12 |
| ORD ID | ord-8ef026391c3d480b91b748308e1e935b |
| Source note | uspto-grants-2006_12 |