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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 55216Erstellt: 23. Oktober 2026

O-Toluidine → N-(2-Methylphenyl)-4-(5H-pyrrolo[2,1-c][1,4]-benzodiazepin-10(11H)-ylcarbonyl)benzamide

https://huagongshe.com/de/reaction/55216

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktO-ToluidineHCID 7242—
EduktTriethylamineHCID 8471—
Edukt4-(5H-pyrrolo[2,1-c]-[1,4]benzodiazepin-10(11H)-ylcarbonyl)benzoic acidHCID 9905628—
EduktDiethylphosphorylcyanideHCID 13586794—
LösungsmittelDichloromethaneHCID 6344—
ProduktN-(2-Methylphenyl)-4-(5H-pyrrolo[2,1-c][1,4]-benzodiazepin-10(11H)-ylcarbonyl)benzamideHCID 2183697354,6%

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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05624923
Quelldatensatzuspto-grants-1997_04
ORD IDord-9bd132e810cb4a04ab3e261194b8706d
Quellennotizuspto-grants-1997_04