Dimethylformamide → 6,7-Dichloro-3-methyl-spiro[1,2,3,4-tetrahydroquinazoline-4,4'-imidazolidine]-2,2',5'-trione
反応式
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[Cl:12])[NH:8][C:7](=[O:13])[N:6]([CH3:14])[C:5]2(O)[C:15]([NH:17][C:18]([NH2:20])=S)=[O:16].[H-].[Na+].C(Br)C.CN(C)C=[O:30]>>[Cl:1][C:2]1[CH:3]=[C:4]2[C:5]3([C:15](=[O:16])[NH:17][C:18](=[O:30])[NH:20]3)[N:6]([CH3:14])[C:7](=[O:13])[NH:8][C:9]2=[CH:10][C:11]=1[Cl:12]参加物
実験手順
6,7-Dichloro-3-methyl-4-hydroxy-4-thioureidocarbonyl-2-oxo-1,2,3,4-tetrahydroquinazoline (2.8 g) is dissolved in dimethylformamide (30 ml), and thereto is added sodium hydride (60% oily suspension) (0.32 g), and the mixture is stirred at room temperature for 30 minutes. To the mixture is added ethyl bromide (2 ml), and the mixture is further stirred for 30 minutes, and then the solvent is distilled off under reduced pressure. To the residue [i.e. 6,7-dichloro-3-methyl-4-hydroxy-4-(2-methylisothioureido)-carbonyl-2-oxo-1,2,3,4-tetrahydroquinazoline] is added 10% hydrochloric acid (30 ml), and the mixture is stirred at 70° C. for 4 hours. After cooling, the precipitates are taken by filtration, washed with 10% aqueous sodium hydrogen carbonate solution and then recrystallized from dimethylformamide-water to give 6,7-dichloro-3-methyl-spiro[1,2,3,4-tetrahydroquinazoline-4,4'-imidazolidine]-2,2',5'-trione (1.4 g).
後処理
- stirringthe mixture is further stirred for 30 minutes
- distillationthe solvent is distilled off under reduced pressure
- additionTo the residue [i.e. 6,7-dichloro-3-methyl-4-hydroxy-4-(2-methylisothioureido)-carbonyl-2-oxo-1,2,3,4-tetrahydroquinazoline] is added 10% hydrochloric acid (30 ml)
- stirringthe mixture is stirred at 70° C. for 4 hours
- temperatureAfter cooling
- filtrationthe precipitates are taken by filtration
- washwashed with 10% aqueous sodium hydrogen carbonate solution
- customrecrystallized from dimethylformamide-water
出典と根拠
- ORDレコード
- ord-642ffd02177e4409b8c254116aff5053
- 出典データセット
- uspto-grants-1988_08
- 特許番号
- US04762839
反応ノート
読み込み中…