反応 #3673

反応方程式

4-(5H-pyrrolo[2,1-c][1,4]benzodiazepin-10(11H)-ylcarbonyl)benzoic acid

triethylamine

o-toluidine

diethylphosphoryl cyanide

→

white crystals

収率 54.6%

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

収率 54.6%

溶媒

dichloromethane

反応条件

後処理

1. 1
   温度is heated on a steam bath overnight
2. 2
   洗浄The mixture is washed with water, 1M NaHCO3, 1N HCl, brine
3. 3
   乾燥dried (Na2SO4)
4. 4
   ろ過The dichloromethane solution is filtered through a thin pad of hydrous magnesium silicate
5. 5
   濃縮the filtrate concentrated to dryness
6. 6
   その他The residue is crystallized from dichloromethane-hexane

実験手順

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.

出典