反応 #54645

反応方程式

6-amino-4,8-dimethylquinaldine

3,4,5,6-tetrachlorophthalic anhydride

→

4,8-dimethyl-6-(3,4,5,6-tetrachlorophthalimido)-quinaldine

収率 87.0%

溶媒

o-dichlorobenzene

反応条件

後処理

1. 1
   温度the mixture was refluxed at the boiling point for 4 hours
2. 2
   温度The reaction mixture was then cooled
3. 3
   その他The crystals precipitated
4. 4
   ろ過were collected by filtration
5. 5
   その他dried

実験手順

350 g of o-dichlorobenzene was added to 186 g (1.0 mole) of 6-amino-4,8-dimethylquinaldine and 286 g (1.0 mole) of 3,4,5,6-tetrachlorophthalic anhydride, and the mixture was refluxed at the boiling point for 4 hours. The reaction mixture was then cooled. The crystals precipitated were collected by filtration, and dried to afford 394 g (0.87 mole) of 4,8-dimethyl-6-(3,4,5,6-tetrachlorophthalimido)-quinaldine. Then, 372 g (1.30 moles) of 3,4,5,6-tetrachlorophthalic anhydride, 2,000 g of 1,2,4-trichlorobenzene and 40 g of anhydrous zinc chloride were added, and the mixture was heated under reflux for 3 hours. Then, 500 g of dimethylformamide was added, and the mixture was stirred under reflux for 1 hour. The product was treated in the same way as in paragraph (C) of Example 1 to afford 571 g (0.79 mole) of a yellow compound. Since the compound obtained was scarcely soluble in dimethylformamide, its visible spectrum could not be measured. In its infrared spectrum (KBr), absorptions ascribable to --CO--N--CO-- were observed at 1730 cm-1 and 1790 cm-1, and absorptions ascribable to --CO--C--CO--, at 1645 cm-1 and 1695 cm-1. The elemental analysis values of this product were as follows:

出典