반응 #734252

반응 방정식

hydrochloric acid

2-amino-4-phenylquinoline

sodium nitrite

hydrochloric acid

→

2-hydrazino-4-phenylquinoline dihydrochloride

용매

water

반응 조건

후처리

1. 1
   workup.WAITThe slurry was refrigerated overnight
2. 2
   여과filtered
3. 3
   세척the precipitate was washed with saturated sodium chloride
4. 4
   workup.ADDITIONThe filtered solid was treated with excess concentrated sodium hydroxide solution
5. 5
   추출the hydrazine was extracted into ethyl acetate
6. 6
   추출The organic extract
7. 7
   세척was washed
8. 8
   기타dried
9. 9
   기타On removal of the solvent

실험 절차

A stirred slurry of 2-amino-4-phenylquinoline (22 g.) in concentrated hydrochloric acid (50 ml.) was treated dropwise at 0° C. or below with sodium nitrite (7.0 g.) in cold water (35 ml.). The mixture was stirred for 0.5 hours at about 0° C. Stannous chloride dihydrate (56.7 g.) in cold concentrated hydrochloric acid (70 ml.) was added at 0° C. dropwise. The slurry was refrigerated overnight, filtered, and the precipitate was washed with saturated sodium chloride. The filtered solid was treated with excess concentrated sodium hydroxide solution and the hydrazine was extracted into ethyl acetate. The organic extract was washed, dried, decolorized and saturated with dry hydrogen chloride. On removal of the solvent, 2-hydrazino-4-phenylquinoline dihydrochloride was obtained. This compound was reacted with acrylonitrile using the same procedure described in Example 1.

출처