HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → N-[4-[(5,11-dihydro-10H-dibenz[b,e](1,4]diazepin-5-yl)carbonyl]phenyl]-2-methylbenzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 10,11-Dihydro-5h-dibenzo[b,e][1,4]diazepine | HCID 36046 | — |
| Reactant | 4-[(2-methylbenzoyl)amino]benzoyl Chloride | HCID 10707441 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-[4-[(5,11-dihydro-10H-dibenz[b,e](1,4]diazepin-5-yl)carbonyl]phenyl]-2-methylbenzamide | HCID 67624893 | — |
Reaction Steps
A mixture of 1.0 g of 5,11-dihydro-10H-dibenz [b,e][1,4]diazepine 1.9 g of 4-[(2-methylbenzoyl) amino]benzoyl chloride, 4 ml of triethylamine and 0.2 g of 4-(dimethylamino)pyridine in 60 ml of methylene chloride is stirred at room temperature for 18 hours. The reaction mixture is poured into ice water and the separated organic layer washed with 50 ml each of water, 2N HCl, water, saturated NaHCO3 and water. The organic layer is dried (Na2SO4) and the solvent removed to give a residue. The residue is chromatographed on a silica gel column using 1:4 ethyl acetatehexane to give 1.8 g of the desired product as a solid, m.p. 68°-71° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05869483 |
| Source dataset | uspto-grants-1999_02 |
| ORD ID | ord-a500a732d762477f89eac1d830534f08 |
| Source note | uspto-grants-1999_02 |