تفاعل #3644

معادلة التفاعل

4-nitrobenzoyl chloride

4,10-dihydro-5H-pyrrolo[1,2-a]thieno[3,2-e][1,4]diazepine

triethylamine

→

desired product

4,10-Dihydro-4-(4-nitrobenzoyl)-5H-pyrrolo[1,2-a]thieno[3,2-e][1,4]diazepin

المذيبات

methylene chloride

ethyl acetate

methylene chloride

ظروف التفاعل

المعالجة

1. 1
   أخرىfollowed by ice bath
2. 2
   درجة الحرارةcooling
3. 3
   workup.ADDITIONaddition
4. 4
   أخرىthe ice bath is removed
5. 5
   أخرىThe volatiles are removed in vacuo
6. 6
   أخرىto give a residue which
7. 7
   غسيلThe solution is washed with water, 2N citric acid, NaHCO3, and brine
8. 8
   تجفيفThe reaction mixture is dried with Na2SO4
9. 9
   ترشيحfiltered
10. 10
    أخرىevaporated in vacuo
11. 11
    أخرىto give a solid which
12. 12
    أخرىis purified by flash chromatography on silica gel

الإجراء التجريبي

To a solution of 3 mmol of 4,10-dihydro-5H-pyrrolo[1,2-a]thieno[3,2-e][1,4]diazepine in 10 ml of methylene chloride under argon is added 5 mmol of triethylamine followed by ice bath cooling. A solution of 3.3 mmol of 4-nitrobenzoyl chloride in 3 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, 2N citric acid, NaHCO3, and brine. The reaction mixture is dried with Na2SO4, filtered and evaporated in vacuo to give a solid which is purified by flash chromatography on silica gel to give desired product as a solid.

المصدر