반응 #62907

반응 방정식

copper cyanide

sodium cyanide

sodium nitrite

6-Aminoquinazolin-4(3H)-one

→

title compound

수율 26.0%

6-Cyanoquinazolin-4(3H)-one

수율 26.0%

용매

water

water

hydrochloric acid

반응 조건

후처리

1. 1
   온도while maintaining the reaction temperature below 10° C
2. 2
   workup.ADDITIONEvolution of nitrogen was evident throughout the addition
3. 3
   여과the reaction mixture was filtered
4. 4
   세척washed with water
5. 5
   기타air-dried
6. 6
   기타The crude product (9.1 g) was purified by silica gel chromatography

실험 절차

6-Aminoquinazolin-4(3H)-one was slurried in 300 ml of 5% hydrochloric acid and the reaction mixture was cooled to 5° C. A solution of 6.72 g (0.097 mol) of sodium nitrite in 30 ml of water was added dropwise over 2.5 hours while maintaining the reaction temperature below 10° C. The resulting diazonium salt was then added portionwise to a hot (86° C.) solution of 7.84 g (0.0876 mol) of copper cyanide and 11.0 g (0.224 mol) sodium cyanide in 60 ml of water. Evolution of nitrogen was evident throughout the addition. After stirring for 30 minutes, the reaction mixture was filtered, washed with water, and air-dried. The crude product (9.1 g) was purified by silica gel chromatography to afford 3.89 g (26%) of the title compound; m.p. 294°-300° C.

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