反応 #78027

反応方程式

water

3,3′-dinitro-4,4′-di-2-furoylaminobiphenyl

ammonium chloride

indium

→

3,3′-diamino-4,4′-di-2-furoylaminobiphenyl

収率 23.3%

溶媒

ethyl alcohol

N-methyl-2-pyrrolidone

反応条件

後処理

1. 1
   その他Into a separable flask equipped with a stirrer and a reflux condenser
2. 2
   workup.ADDITIONwas added to the prepared solution
3. 3
   温度After the reaction solution was cooled to the room temperature
4. 4
   その他the solid substance was removed by filtration
5. 5
   濃縮The filtrate was concentrated to about one half at a reduced pressure
6. 6
   workup.ADDITIONTo the concentrated filtrate, 300 ml of water was added
7. 7
   その他the formed solid substance was separated by filtration
8. 8
   その他to obtain 2.9 g of a crude product
9. 9
   その他The crude product was purified in accordance with the silica gel column chromatography

実験手順

Into a separable flask equipped with a stirrer and a reflux condenser cooled with water, 7.4 g of 3,3′-dinitro-4,4′-di-2-furoylaminobiphenyl, 100 ml of N-methyl-2-pyrrolidone and 75 ml of ethyl alcohol were placed. After adding 40 ml of a saturated aqueous solution of ammonium chloride, 25.6 g of powder of indium metal was added to the prepared solution. The obtained mixture was stirred at 80° C. for 1 hour. After the reaction solution was cooled to the room temperature, the solid substance was removed by filtration. The filtrate was concentrated to about one half at a reduced pressure. To the concentrated filtrate, 300 ml of water was added and the formed solid substance was separated by filtration to obtain 2.9 g of a crude product. The crude product was purified in accordance with the silica gel column chromatography to obtain 1.5 g of 3,3′-diamino-4,4′-di-2-furoylaminobiphenyl. The yield of the isolated product was 23%. This product was recrystallized from N-methyl-2-pyrrolidone/ethyl acetate (the volume ratio: 25/75) and needle crystals having a decomposition temperature of 256 to 259° C. were obtained.

出典