반응 #62933

반응 방정식

7,8-dihydro-5(6H)-quinolinone

tris(dimethylamino)-methane

guanidine carbonate

→

title compound

수율 77.0%

5,6-Dihydropyrido[2,3-h]quinazolin-2-amine

수율 77.0%

용매

toluene

toluene

반응 조건

후처리

1. 1
   온도The solution is refluxed for 2 hours
2. 2
   온도cooled
3. 3
   농축concentrated
4. 4
   workup.DISSOLUTIONThe residue is dissolved in 1 l of methanol
5. 5
   온도The reaction mixture is refluxed, under nitrogen, for 2 hours
6. 6
   농축The mixture is concentrated to a green solid
7. 7
   세척the solid is washed with 500 ml of water
8. 8
   여과filtered
9. 9
   기타vacuum dried
10. 10
    기타to give 69.1 g of crude product
11. 11
    기타Recrystallization from acetonitrile

실험 절차

To a refluxing solution, under nitrogen, of 45.0 g (0.306 mol) of 7,8-dihydro-5(6H)-quinolinone, (Example 1), in 750 ml of toluene is added dropwise a solution of 49.8 g (0.343 mol) of tris(dimethylamino)-methane in 250 ml of toluene. The solution is refluxed for 2 hours, cooled and concentrated. The residue is dissolved in 1 l of methanol and treated with 66.2 g (0.367 mol) of guanidine carbonate. The reaction mixture is refluxed, under nitrogen, for 2 hours. The mixture is concentrated to a green solid, the solid is washed with 500 ml of water, filtered and vacuum dried to give 69.1 g of crude product. Recrystallization from acetonitrile affords 6.8 g (77%) of the title compound as a light brown solid; mp 220°-226° C.

출처