反応 #62933

反応方程式

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

tris(dimethylamino)-methane

guanidine carbonate

→

title compound

収率 77.0%

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

収率 77.0%

溶媒

toluene

toluene

反応条件

後処理

1. 1
   温度The solution is refluxed for 2 hours
2. 2
   温度cooled
3. 3
   濃縮concentrated
4. 4
   workup.DISSOLUTIONThe residue is dissolved in 1 l of methanol
5. 5
   温度The reaction mixture is refluxed, under nitrogen, for 2 hours
6. 6
   濃縮The mixture is concentrated to a green solid
7. 7
   洗浄the solid is washed with 500 ml of water
8. 8
   ろ過filtered
9. 9
   その他vacuum dried
10. 10
    その他to give 69.1 g of crude product
11. 11
    その他Recrystallization from acetonitrile

実験手順

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.

出典