반응 #414646

반응 방정식

Di (2-pyridyl)thiocarbonate

1,2,3,4-tetrahydro-N3,N3 -dipropyl-3,8-quinolinediamine

→

product

수율 82.5%

5-(Dipropylamino)-5,6-dihydro-4H-imidazo(4,5,1-ij)quinolin-2(1H)-thione

수율 82.5%

용매

THF

반응 조건

후처리

1. 1
   기타evaporated
2. 2
   기타partitioned between chloroform and water
3. 3
   기타The chloroform phase was evaporated
4. 4
   기타chromatographed on silica gel

실험 절차

Di (2-pyridyl)thiocarbonate (1.6 g, 7.2 mmol) was added to a stirred solution of 1,2,3,4-tetrahydro-N3,N3 -dipropyl-3,8-quinolinediamine (1.6 g, 6.7 mmol) in THF (50 mL). The solution was stirred for 1 hour, evaporated, and partitioned between chloroform and water. The chloroform phase was evaporated and chromatographed on silica gel using ethyl acetate:hexane (1:9) as the initial eluant to give 1.6 g of product. Crystallization from cyclohexane gave 1.3 g (67% of 5-(dipropylamino)-5,6-hydro-4H-imidazo(4,5,1-ij)quinolin-2(1H)-thione, mp 150°-151° C. Anal. Calcd. for C16H23N3S: C, 66.39; H, 8.01; N, 14.52; S, 11.08. Found: C, 66.50; H, 8.18; N, 14.56; S, 11.02.

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