2,6-Dibromo-4-trifluoromethoxyaniline → Thifluzamide

HRID 356644노트

반응식

HRID 356644 반응식
[CH3:1][C:2]1[S:3][C:4]([C:11](Cl)=[O:12])=[C:5]([C:7]([F:10])([F:9])[F:8])[N:6]=1.[Br:14][C:15]1[CH:21]=[C:20]([O:22][C:23]([F:26])([F:25])[F:24])[CH:19]=[C:18]([Br:27])[C:16]=1[NH2:17]>C(#N)C>[CH3:1][C:2]1[S:3][C:4]([C:11]([NH:17][C:16]2[C:18]([Br:27])=[CH:19][C:20]([O:22][C:23]([F:26])([F:24])[F:25])=[CH:21][C:15]=2[Br:14])=[O:12])=[C:5]([C:7]([F:10])([F:9])[F:8])[N:6]=1

참가 물질

4

반응물 2

HCID 27367972,6-Dibromo-4-trifluoromethoxyanilineHCID 146010812-Methyl-4-(trifluoromethyl)-5-thiazolecarbonyl chloride

생성물 1

HCID 86389Thifluzamide수율 98.9%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

2-Methyl-4-trifluoromethyl-5-chlorocarbonyl thiazole 6.47 g and 2,6-dibromo-4-trifluoromethoxy aniline 8.91 g were added in acetonitrile 16.8 ml, and they were heated to reflex for 6.5 hours. Solvent was removed from the reaction mixture by distillation under a reduced pressure, and then ethyl acetate 420 g and water 300 ml were added and they were agitated. After standing calmly, the ethyl acetate layer was collected, and washed with 300 ml each of water, saturated sodium bicarbonate solution, and water in succession. Then, after drying over anhydrous sodium sulfate, solvent was removed by distillation under a reduced pressure, to obtain thifluzamide 13.9 g.

후처리

  1. temperaturethey were heated
  2. customSolvent was removed from the reaction mixture by distillation under a reduced pressure
  3. additionethyl acetate 420 g and water 300 ml were added
  4. customthe ethyl acetate layer was collected
  5. washwashed with 300 ml each of water, saturated sodium bicarbonate solution, and water in succession
  6. dry with materialThen, after drying over anhydrous sodium sulfate, solvent
  7. customwas removed by distillation under a reduced pressure

출처 및 근거

ORD 기록
ord-a638014f3cda413590fe5ed092f3690a
출처 데이터셋
uspto-grants-1998_11
특허 번호
US05837721

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