反应详情

Nitrogen was bubbled through a solution of 1-[2-(3-chloropropoxy)ethyl]-2-propyl-1H-imidazo[4,5-c]quinolin-4-amine (2.50 g, 7.21 mmol) in DMF (25 mL) for 5 minutes. Sodium 2-propanethiolate (0.85 g 8.65 mmol) was added and the reaction mixture was stirred under a nitrogen atmosphere at ambient temperature. After 16 hours analysis by HPLC indicated that 50% of the starting material had been consumed. Additional sodium 2-propanethiolate (0.6 g) was added followed by a second addition (0.25 g) 2.5 hours later. After a total of 21 hours the reaction mixture was poured into water (250 mL) with rapid stirring. The resulting tan precipitate was isolated by filtration to provide 2.34 g of 1-(2-{3-[(1-methylethyl)thio]propoxy}ethyl)-2-propyl-1H-imidazo[4,5-c]quinolin-4-amine.

1. customhad been consumed
2. additionAdditional sodium 2-propanethiolate (0.6 g) was added
3. additionfollowed by a second addition (0.25 g) 2.5 hours later
4. additionAfter a total of 21 hours the reaction mixture was poured into water (250 mL) with rapid stirring
5. customThe resulting tan precipitate was isolated by filtration