Réaction #3618

Équation de réaction

4-nitrobenzoyl chloride

10,11-dihydro-5H-imidazo[2,1-c][1,4]benzodiazepine

triethylamine

→

desired product

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

Solvants

methylene chloride

ethyl acetate

methylene chloride

Conditions de réaction

Traitement

1. 1
   Autrefollowed by ice bath
2. 2
   Températurecooling
3. 3
   workup.ADDITIONaddition
4. 4
   Autrethe ice bath is removed
5. 5
   AutreThe volatiles are removed in vacuo
6. 6
   Autreto give a residue which
7. 7
   LavageThe solution is washed with water, and brine
8. 8
   SéchageThe organic layer is dried with Na2SO4
9. 9
   Filtrationfiltered
10. 10
    Autreevaporated in vacuo
11. 11
    Autreto give a solid which
12. 12
    Autreis purified by flash chromatography

Mode opératoire

To a solution of 10 mmol of 10,11-dihydro-5H-imidazo[2,1-c][1,4]benzodiazepine in 50 ml of methylene chloride under argon is added 15 mmol of triethylamine followed by ice bath cooling. A solution of 10 mmol of 4-nitrobenzoyl chloride in 10 ml of methylene chloride is added dropwise. Following complete addition, the ice bath is removed and the reaction mixture stirred at room temperature for 2 hours. The volatiles are removed in vacuo to give a residue which is dissolved in ethyl acetate. The solution is washed with water, and brine. The organic layer is dried with Na2SO4, filtered and evaporated in vacuo to give a solid which is purified by flash chromatography to give desired product as a solid.

Source