تفاعل #9462

معادلة التفاعل

1-isobutyl-1H-imidazo[4,5-c]quinolin-4-amine

Br2

→

8-bromo-1-isobutyl-1H-imidazo[4,5-c]quinolin-4-amine

المردود 25.6%

المذيبات

acetic acid

ظروف التفاعل

المعالجة

1. 1
   ترشيحthe resulting solid was collected by filtration
2. 2
   غسيلwashed with H2O
3. 3
   أخرىafter which it was again collected
4. 4
   ترشيحThe solid was collected by filtration
5. 5
   غسيلwashed with H2O
6. 6
   تجفيفazeotropically dried with toluene on a rotary evaporator
7. 7
   أخرىPurification on silica gel (7%–10% methanol in CH2Cl2 gradient)

الإجراء التجريبي

To a solution of 1-isobutyl-1H-imidazo[4,5-c]quinolin-4-amine (10.0 g, 41.6 mmol) in acetic acid (150 mL) was added Br2 (10.0 g, 62.6 mmol), and after 24 h, the resulting solid was collected by filtration and washed with H2O. The orange solid was suspended in a saturated aqueous solution of NaHSO3, after which it was again collected and stirred with a 2 M solution of Na2CO3 for 18 h. The solid was collected by filtration, washed with H2O, and azeotropically dried with toluene on a rotary evaporator. Purification on silica gel (7%–10% methanol in CH2Cl2 gradient) afforded 3.4 g of 8-bromo-1-isobutyl-1H-imidazo[4,5-c]quinolin-4-amine.

المصدر