HuagongsheHuagongshe Chemistry Print Report · For research reference only
m-Toluidine → 2-(4-bromophenyl)-N-(3-methylphenyl)acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | m-Toluidine | HCID 7934 | — |
| Reactant | 4-Methylmorpholine | HCID 7972 | — |
| Reactant | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Reactant | Benzeneacetic acid, 4-bromo- | HCID 74654 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-(4-bromophenyl)-N-(3-methylphenyl)acetamide | HCID 842193 | 94.8% |
Reaction Steps
A solution of 4-bromophenylacetic acid (502 mg, 2.33 mmol), m-toluidine (0.25 mL, 2.33 mmol), HOBT (350 mg, 2.59 mmol), and N-methylmorpholine (0.51 mL, 4.64 mmol) in DMF (10 mL) was treated with EDCI (496 mg, 2.59 mmol), stirred overnight at room temperature, and poured into ice water. The resulting white precipitate was collected by filtration to give 672 mg of the desired product. MS (ESI(+)) m/e 304, 306 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07129260B2 |
| Source dataset | uspto-grants-2006_10 |
| ORD ID | ord-72e92d6059ce4be89ac58819a4a2395f |
| Source note | uspto-grants-2006_10 |