Thionyl Chloride → 5-Bromo-2-chloronicotinic acid

HRID 364372노트

반응식

HRID 364372 반응식
[Br:1][C:2]1[CH:3]=[N:4][C:5](O)=[C:6]([CH:10]=1)[C:7]([OH:9])=[O:8].S(Cl)([Cl:14])=O>CN(C)C=O>[Br:1][C:2]1[CH:10]=[C:6]([C:7]([OH:9])=[O:8])[C:5]([Cl:14])=[N:4][CH:3]=1

참가 물질

4

반응물 2

HCID 24386Thionyl ChlorideHCID 178418525HCID 178418525, 화합물

생성물 1

HCID 27633425-Bromo-2-chloronicotinic acid

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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.

후처리

  1. temperatureThe mixture was heated
  2. temperatureto reflux for 30 minutes
  3. temperatureAfter cooling
  4. customthe excess thionyl chloride was removed by rotary evaporation
  5. additionthe residue poured into water (1 liter) with vigorous agitation
  6. customThe precipitate was collected
  7. customthe mother liquor condensed to 1/2 the volume
  8. customyielding additional precipitate
  9. customcrystallized from toluene giving 6 g (37%) of material
  10. customThe product was recrystallized from toluene, m.p. 174°-177° C.

출처 및 근거

ORD 기록
ord-8ed0a5fa431e442bbb649567c49f77e0
출처 데이터셋
uspto-grants-1986_08
특허 번호
US04604388

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