HuagongsheHuagongshe Chemistry Print Report · For research reference only
6,11-Dihydro-5H-dibenz[b,e]azepine → N-[4-[(6,11-Dihydro-5H-dibenz[b,e]azepin-5-yl)carbonyl]-2-chlorophenyl]-2-methyl-3-fluorobenzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 6,11-Dihydro-5H-dibenz[b,e]azepine | HCID 67974 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 4-[(2-Methyl-3-fluorobenzoyl)amino)-3-chlorobenzoyl chloride | HCID 54273177 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-[4-[(6,11-Dihydro-5H-dibenz[b,e]azepin-5-yl)carbonyl]-2-chlorophenyl]-2-methyl-3-fluorobenzamide | HCID 67624513 | 72.1% |
Reaction Steps
A mixture of 1.0 g of 6,11-dihydro-5H-dibenz-[b,e]azepine, 0.80 g of N,N-diisopropylethylamine and 2.01 g of 4-[(2-methyl-3-fluorobenzoyl)amino]-3-chlorobenzoyl chloride in 100 ml of methylene chloride is stirred at room temperature for 18 hours. The reaction mixture is washed with water, saturated NaHCO3, dried (Na2SO4) and passed through a pad of hydrous magnesium silicate. Hexane is added to the filtrate at the boil to give 1.79 g of the desired product as a crystalline solid, m.p. 254°-256° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05834461 |
| Source dataset | uspto-grants-1998_11 |
| ORD ID | ord-8846b14a1afc472faadbb84c274d6792 |
| Source note | uspto-grants-1998_11 |