反応 #3602

反応方程式

10,11-dihydro-10-(4-nitrobenzoyl)-5H-pyrrolo[2,1-c][1,4]benzodiazepine

hydrazine

→

desired product

収率 97.8%

10,11-Dihydro-10-(4-aminobenzoyl)-5H-pyrrolo[2,1-c][1,4]benzodiazepine

収率 97.8%

溶媒

ethyl alcohol

反応条件

後処理

1. 1
   温度heating
2. 2
   温度under reflux for 15 hours
3. 3
   その他The room temperature reaction mixture
4. 4
   ろ過is filtered through diatomaceous earth
5. 5
   濃縮The filtrate is concentrated in vacuo to a solid which
6. 6
   workup.DISSOLUTIONis dissolved in methylene chloride
7. 7
   濃縮The filtrate is concentrated in vacuo

実験手順

To a solution of 21.58 g of 10,11-dihydro-10-(4-nitrobenzoyl)-5H-pyrrolo[2,1-c][1,4]benzodiazepine in 325 ml of ethyl alcohol is added 2.15 g of 10% Pd/C and 5.16 g of hydrazine followed by stirring and heating under reflux for 15 hours. The room temperature reaction mixture is filtered through diatomaceous earth. The filtrate is concentrated in vacuo to a solid which is dissolved in methylene chloride and passed through a pad of hydrous magnesium silicate. The filtrate is concentrated in vacuo to give 19.2 g of the desired product as a tan solid. The solid is purified by flash chromatography using 7:1 ethyl acetate-hexane to give 17.97 g of the desired product, m.p. 166°-168° C.

出典