Chloroform → 2-(4-Dimethylamino-butyl)-6,7-dimethoxy-1-methyl-1H-quinazoline-4-one

反応式

[CH3:1][N:2]([CH:4]([CH2:8][CH2:9][CH3:10])C(O)=O)[CH3:3].S(Cl)(Cl)=O.[CH3:15][O:16][C:17]1[C:25]([O:26][CH3:27])=[CH:24][C:20]([C:21]([NH2:23])=[O:22])=[C:19]([NH:28][CH3:29])[CH:18]=1.Cl[CH:31](Cl)Cl>>[CH3:1][N:2]([CH3:3])[CH2:4][CH2:8][CH2:9][CH2:10][C:29]1[N:28]([CH3:31])[C:19]2[C:20]([C:21](=[O:22])[N:23]=1)=[CH:24][C:25]([O:26][CH3:27])=[C:17]([O:16][CH3:15])[CH:18]=2

参加物

反応物 4

HCID 6212Chloroform

HCID 24386Thionyl Chloride

HCID 178834622-(Dimethylamino)pentanoic acid

HCID 669914734,5-Dimethoxy-2-(methylamino)benzamide

生成物 1

HCID 669913912-(4-Dimethylamino-butyl)-6,7-dimethoxy-1-methyl-1H-quinazoline-4-one

反応条件

温度: 57.5 °C

実験手順

3.80 g (20.9 mmol) dimethylamino-pentanoic acid were added to 25 ml thionyl chloride and stirred for 90 min. at 55-60° C. The remaining thionyl chloride was distilled in vacuum and the residue was added to a solution of 2.00 g (9.51 mmol) 4,5-Dimethoxy-2-methylamino-benzamide (see above) dissolved in 30 ml trichloromethane at 0° C. The mixture was boiled for 4 h. After filtration the residue was dissolved in trichloromethane and saturated sodium bicarbonate solution. The organic solution was dried over magnesium sulfate and evaporated under vacuum.