HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
O-Toluidine → N-(2-Methylphenyl)-4-(5H-pyrrolo[2,1-c][1,4]-benzodiazepin-10(11H)-ylcarbonyl)benzamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | O-Toluidine | HCID 7242 | — |
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | 4-(5H-pyrrolo[2,1-c]-[1,4]benzodiazepin-10(11H)-ylcarbonyl)benzoic acid | HCID 9905628 | — |
| Edukt | Diethylphosphorylcyanide | HCID 13586794 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | N-(2-Methylphenyl)-4-(5H-pyrrolo[2,1-c][1,4]-benzodiazepin-10(11H)-ylcarbonyl)benzamide | HCID 21836973 | 54,6% |
Reaktionsschritte
A mixture of 0.332 g of 4-(5H-pyrrolo[2,1-c][1,4]benzodiazepin-10(11H)-ylcarbonyl)benzoic acid, 0.111 g of triethylamine, 0.107 g of o-toluidine, and 0.15 ml of diethylphosphoryl cyanide in 20 ml of dichloromethane is heated on a steam bath overnight. The mixture is washed with water, 1M NaHCO3, 1N HCl, brine and dried (Na2SO4). The dichloromethane solution is filtered through a thin pad of hydrous magnesium silicate and the filtrate concentrated to dryness. The residue is crystallized from dichloromethane-hexane to give 0.23 g of white crystals, m.p. 228°-231° C.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US05624923 |
| Quelldatensatz | uspto-grants-1997_04 |
| ORD ID | ord-9bd132e810cb4a04ab3e261194b8706d |
| Quellennotiz | uspto-grants-1997_04 |