反応 #4890

反応方程式

5-bromo-2-hydroxy nicotinic acid

thionyl chloride

→

5-Bromo-2-chloro-3-pyridinecarboxylic acid

溶媒

dimethylformamide

反応条件

後処理

1. 1
   温度The mixture was heated
2. 2
   温度to reflux for 30 minutes
3. 3
   温度After cooling
4. 4
   その他the excess thionyl chloride was removed by rotary evaporation
5. 5
   workup.ADDITIONthe residue poured into water (1 liter) with vigorous agitation
6. 6
   その他The precipitate was collected
7. 7
   その他the mother liquor condensed to 1/2 the volume
8. 8
   その他yielding additional precipitate
9. 9
   その他crystallized from toluene giving 6 g (37%) of material
10. 10
    その他The product was recrystallized from toluene, m.p. 174°-177° C.

実験手順

To 15 g (0.069 mole) of 5-bromo-2-hydroxy nicotinic acid was added 75 ml of thionyl chloride and 3 ml of dimethylformamide. The mixture was heated to reflux for 30 minutes. After cooling, the excess thionyl chloride was removed by rotary evaporation and the residue poured into water (1 liter) with vigorous agitation. The precipitate was collected and the mother liquor condensed to 1/2 the volume, yielding additional precipitate. The precipitates were combined and crystallized from toluene giving 6 g (37%) of material. The product was recrystallized from toluene, m.p. 174°-177° C.

出典