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

HRID 2263185ノート

反応式

HRID 2263185 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

反応条件

温度
130 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-301c5a66f5944c4cba5c25fb69182320
出典データセット
uspto-grants-2010_12
特許番号
US07851473B2

反応ノート

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