HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 4-[(2-Chloro-6,11-dihydro-5H-dibenz[b,e]azepin-5-yl) carbonyl]phenyl-2-methylbenzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Methylbenzoyl chloride | HCID 70276 | — |
| Reactant | 2-Chloro-5-(4-aminobenzoyl)-6,11-dihydro-5H-dibenz[b,e]azepine | HCID 54404537 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-[(2-Chloro-6,11-dihydro-5H-dibenz[b,e]azepin-5-yl) carbonyl]phenyl-2-methylbenzamide | HCID 86751573 | 68.5% |
Reaction Steps
A mixture of 0.349 g of 2-chloro-5-(4-amino-benzoyl)-6,11-dihydro-5H-dibenz[b,e]azepine, 0.131 g of triethylamine and 0.201 g of 2-methylbenzoyl chloride in 13 ml of dichloromethane is stirred at room temperature for 3 hours. The mixture is poured into water and the organic layer separated. The organic layer is washed with 1N HCl, H2O, 1N NaHCO3, brine and dried (Na2 SO4). The solution is filtered through a thin pad of hydrous magnesium silicate and the pad washed with dichloromethane. The filtrate is concentrated and the solid crystallized from dichloromethane-hexane to give 0.32 g of crystals, m.p. 187°-189° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05834461 |
| Source dataset | uspto-grants-1998_11 |
| ORD ID | ord-f83ee9ba4fb8469892c313c230175bf3 |
| Source note | uspto-grants-1998_11 |