HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → N-(2-bromo-5-chloro-phenyl)-3-chloro-benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Benzoyl chloride, 3-chloro- | HCID 69252 | — |
| Reactant | 2-Bromo-5-chloroaniline | HCID 11310276 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-(2-bromo-5-chloro-phenyl)-3-chloro-benzamide | HCID 59548898 | 99.2% |
Reaction Steps
To a solution of 2-bromo-5-chloroaniline (0.380 g, 1.84 mmol) and triethylamine (0.768 mL, 5.52 mmol) in dichloromethane (15 mL) is added 3-chlorobenzoyl chloride (0.353 mL, 2.76 mmol) in a dropwise fashion. The resulting mixture is allowed to stir at room temperature for 2 h. Water (30 mL) is added and extracted with the mixture is extracted with dichloromethane 3×. The organic layer is combined, washed with brine 1×, dried (Na2SO4) and concentrated under vacuum to give 0.630 g of N-(2-bromo-5-chloro-phenyl)-3-chloro-benzamide in 99% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08362249B2 |
| Source dataset | uspto-grants-2013_01 |
| ORD ID | ord-235ebf30887f49599a01deb5c35746eb |
| Source note | uspto-grants-2013_01 |