HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,4-Dichlorobenzoyl chloride → N-[4-(5H-Pyrrolo[2,1-c][1,4]benzodiazepin-10(11H)ylcarbonyl]-2-methylphenyl]-2,4-dichlorobenzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,4-Dichlorobenzoyl chloride | HCID 66645 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 10,11-Dihydro-10-(4-amino-3-methylbenzoyl)-5H-Pyrrolo[2,1-c][1,4]benzodiazepine | HCID 10686975 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-[4-(5H-Pyrrolo[2,1-c][1,4]benzodiazepin-10(11H)ylcarbonyl]-2-methylphenyl]-2,4-dichlorobenzamide | HCID 10743659 | 84.1% |
Reaction Steps
A mixture of 0.40 g of 10,11-dihydro-10-(3-methyl-4-aminobenzoyl)-5H-pyrrolo[2,1-c][1,4]benzodiazepine, 0.40 g of 2,4-dichlorobenzoyl chloride and 0.75 g of diisopropylethylamine in 50 ml of dichloromethane is stirred at room temperature for 16 hours. The mixture is washed with water, dried (MgSO4) and the solution passed through a thin pad of hydrous magnesium silicate. The filtrate is concentrated and hexane added to give crystals. Recrystallization from dichloromethane-hexane gives 0.52 g of crystals, m.p. 213°-215° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05733905 |
| Source dataset | uspto-grants-1998_03 |
| ORD ID | ord-f0f4f088cd0d48ca83f5762cc569ed4f |
| Source note | uspto-grants-1998_03 |