Water → N-(3',4'-dimethoxycinnamoyl)anthranilic acid
反応式
[CH3:1][N:2](C)[CH:3]=[O:4].S(Cl)(Cl)=O.[CH3:10][O:11][C:12]1[CH:17]=[CH:16][C:15](/[CH:18]=[CH:19]/C(O)=O)=[CH:14][C:13]=1[O:23][CH3:24].[OH2:25]>>[CH3:24][O:23][C:13]1[CH:14]=[C:15]([CH:16]=[CH:17][C:12]=1[O:11][CH3:10])[CH:18]=[CH:19][C:3]([NH:2][C:1]1[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=1)[C:12]([OH:11])=[O:25])=[O:4]参加物
実験手順
Into 15 ml of dimethylformamide was dissolved with heating 4.65 g (0.02 mol) of anthranilic acid-magnesium chloride complex. To 10 ml of dimethylformamide were added in order 0.78 ml of thionyl chloride and 2.08 g (0.01 mol) of 3',4'-dimethoxycinnamic acid, during which the reaction system was stirred and cooled with ice and water. After being stirred for additional 15 minutes, the resulting mixture was added dropwise to the solution of anthranilic acid-magnesium chloride complex. After the completion of the dropping, the reaction mixture was stirred for 30 minutes at the same temperature and then for 1 hour at room temperature. After the completion of the reaction, 80 ml of ice-water mixture was added thereto. Then, air was introduced thereinto for 30 minutes, and crystals deposited were collected by filtration and recystallized from ethanol-water (1:3) to give 2.58 g (78.9%) of N-(3',4'-dimethoxycinnamoyl)-anthranilic acid. Molting point: 209°-211° C.
後処理
- temperaturewith heating 4.65 g (0.02 mol) of anthranilic acid-magnesium chloride complex
- stirringAfter being stirred for additional 15 minutes
- additionthe resulting mixture was added dropwise to the solution of anthranilic acid-magnesium chloride complex
- stirringAfter the completion of the dropping, the reaction mixture was stirred for 30 minutes at the same temperature
- additionwas added
- additionThen, air was introduced
- waitfor 30 minutes
- filtrationcrystals deposited were collected by filtration
出典と根拠
- ORDレコード
- ord-058045ac6f2b4f1aad725be7aa59c46d
- 出典データセット
- uspto-grants-1993_06
- 特許番号
- US05223639
反応ノート
読み込み中…