Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 2-Bromophenol | HCID 7244 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 17550143 | HCID 17550143 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 66680314 | HCID 66680314 | 73% |
Reaction Steps
1.59 g (11.5 mmol) of potassium carbonate was added to a DMF (20 mL) solution comprising 1.00 g (3.82 mmol) of methyl 5-chloro-2-[(chloroacetyl)amino]benzoate and 0.66 g (3.82 mmol) of bromophenol, and the mixture was heated while stirring at 80° C. for 2 hours. The mixture was cooled to room temperature, and water and ethyl acetate were added thereto. After the mixture was extracted, the organic layer was separated, washed with saturated saline, dried over sodium sulfate, filtered, condensed, and dried under reduced pressure. IPE was added to the residue, and powders were collected by filtration, washed with IPE, and dried under reduced pressure at 50° C. for 5 hours, thereby giving 1.11 g of methyl 2-{[(3-bromophenoxy)acetyl]amino-}-5-chlorobenzoate (yield: 73%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08785473B2 |
|---|
| Source dataset | uspto-grants-2014_07 |
|---|
| ORD ID | ord-b0465a38b7114337aa2aee3ac0892680 |
|---|
| Source note | uspto-grants-2014_07 |
|---|