반응 #9461

반응 방정식

N4-(3-Methylsulfanylpropyl)-7-phenylquinoline-3,4-diamine

trimethyl orthovalerate

pyridine hydrochloride

→

2-butyl-1-(3-methylsulfanylpropyl)-7-phenyl-1H-imidazo[4,5-c]quinoline

수율 90.7%

용매

toluene

반응 조건

후처리

1. 1
   온도heated
2. 2
   온도to reflux for 1.5 h
3. 3
   기타collecting the volatiles in a Dean—Stark trap
4. 4
   기타the solvent was removed under vacuum
5. 5
   여과collected by filtration

실험 절차

N4-(3-Methylsulfanylpropyl)-7-phenylquinoline-3,4-diamine (2.75 g, 8.49 mmol), trimethyl orthovalerate (1.7 g, 10 mmol), and pyridine hydrochloride (0.3 g) were dissolved in toluene (28 mL) and heated to reflux for 1.5 h, collecting the volatiles in a Dean—Stark trap. Upon cooling to room temperature, the solvent was removed under vacuum. The resulting solid was slurried in hexanes (100 mL) for 1 h and then collected by filtration to afford 3.0 g of 2-butyl-1-(3-methylsulfanylpropyl)-7-phenyl-1H-imidazo[4,5-c]quinoline.

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