Water → 2-Bromo-4-(4-fluorophenyl)-1,3-thiazole

HRID 2263185노트

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HRID 2263185 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=O)[CH2:9][S:10][C:11]#[N:12])=[CH:4][CH:3]=1.[BrH:14].C(O)(=O)C.O>C(O)(=O)C>[Br:14][C:11]1[S:10][CH:9]=[C:8]([C:5]2[CH:6]=[CH:7][C:2]([F:1])=[CH:3][CH:4]=2)[N:12]=1

참가 물질

5

반응물 3

HCID 962WaterHCID 41989922-(4-Fluorophenyl)-2-oxoethyl thiocyanateHCID 21893785Acetic Acid Mixture with Hydrobromic Acid

생성물 1

HCID 389962072-Bromo-4-(4-fluorophenyl)-1,3-thiazole수율 91.9%

시약·촉매·용매 1

HCID 176Acetic Acid용매

반응 조건

온도
130 °C

실험 절차

To a solution of 2-(4-fluorophenyl)-2-oxoethyl thiocyanate (3.70 g, 19.0 mmol) in acetic acid (35 ml) was added a 25% hydrogen bromide/acetic acid (35 ml) solution, and the mixture was stirred at 130° C. for 2 hours and at room temperature for 2 hours. Water was poured into the reaction solution, and the mixture was extracted with chloroform. The extract was washed with water and dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. The residue was recrystallized from a mixed solvent of ethanol and water to give the desired product (4.50 g, 91.9%) as a solid.

후처리

  1. extractionthe mixture was extracted with chloroform
  2. washThe extract was washed with water
  3. dry with materialdried over anhydrous magnesium sulfate
  4. distillationthe solvent was distilled off under reduced pressure
  5. customThe residue was recrystallized from a mixed solvent of ethanol and water

출처 및 근거

ORD 기록
ord-301c5a66f5944c4cba5c25fb69182320
출처 데이터셋
uspto-grants-2010_12
특허 번호
US07851473B2

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