HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 3-amino-4-methyl-N-[4-(2-methyl-imidazol-1-yl)-3-trifluoromethyl-phenyl]-benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Methyl-3-nitrobenzoyl chloride | HCID 66323 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 4-(2-Methyl-1H-imidazol-1-yl)-3-(trifluoromethyl)aniline | HCID 54935478 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-amino-4-methyl-N-[4-(2-methyl-imidazol-1-yl)-3-trifluoromethyl-phenyl]-benzamide | HCID 59822452 | — |
Reaction Steps
To a solution of 4-(2-methyl-imidazol-1-yl)-3-trifluoromethyl-phenylamine (1.0 g, 4.15 mmol), triethylamine (1.74 mL, 12.5 mmol) in anhydrous CH2Cl2 (60 mL) at 0° C. is added 4-methyl-3-nitro-benzoyl chloride (660 μL, 4.57 mmol) dropwise. After stirring for 2 hours at room temperature, the reaction mixture is poured into 100 mL CH2Cl2 and 50 mL saturated NaHCO3 solution with rapid stirring. After 10 minutes, the mixture is partitioned in a separator funnel and extracted three times with 100 mL CH2Cl2. The organic extracts are washed with brine, and dried over MgSO4. Filtration and concentration under reduced pressure, afforded the desired compound, which is used in the next step without any further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08426404B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-220f2707f3a74672b89befff12ba9a68 |
| Source note | uspto-grants-2013_04 |