반응 #3602

반응 방정식

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

hydrazine

→

desired product

수율 97.8%

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

수율 97.8%

용매

ethyl alcohol

반응 조건

후처리

1. 1
   온도heating
2. 2
   온도under reflux for 15 hours
3. 3
   기타The room temperature reaction mixture
4. 4
   여과is filtered through diatomaceous earth
5. 5
   농축The filtrate is concentrated in vacuo to a solid which
6. 6
   workup.DISSOLUTIONis dissolved in methylene chloride
7. 7
   농축The filtrate is concentrated in vacuo

실험 절차

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.

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