反应详情

温度

60 °C

Under a nitrogen atmosphere, oxalyl chloride (2.21 g, 0.0174 mole) was added slowly dropwise to a stirred and cooled (0°-10° C.) suspension of 2-(4-chlorophenyl)-3H-imidazo[4,5-b]pyridine-3-acetic acid (5.0 g, 0.0174 mole) in 50 ml of dimethylformamide. After the addition was complete, the reaction solution was heated at 60° C. for 5 hrs. This acychloride solution was added dropwise to a stirred and cooled (<10° C.) suspension of N,N-dimethyl-1,4-phenylenediamine dihydrochloride (3.64 g, 0.0174 mole), triethylamine (5.27 g, 0.052 mole), and 75 ml of dimethylformamide. The reaction mixture was stirred at room temperature overnight. The reaction mixture was poured into 1800 ml of water and refrigerated overnight. The solid was collected by filtration and dried. The solid was recrystallized twice from isopropyl alcohol, collected by filtration, washed with water, and dried under high vacuum at 98° C. overnight to give 0.9 g (12.7%) of crystals, mp 245°-246.5° C.

1. temperaturecooled
2. additionAfter the addition
3. additionThis acychloride solution was added dropwise to
4. stirringa stirred
5. temperaturecooled
6. stirringThe reaction mixture was stirred at room temperature overnight
7. filtrationThe solid was collected by filtration
8. customdried
9. customThe solid was recrystallized twice from isopropyl alcohol
10. filtrationcollected by filtration
11. washwashed with water
12. customdried under high vacuum at 98° C. overnight