Bromine → HCID 178477662、化合物

HRID 238584ノート

反応式

HRID 238584 の反応式
[CH2:1]([S:3]([C:6]1[CH:7]=[CH:8][C:9]([OH:12])=[N:10][CH:11]=1)(=[O:5])=[O:4])[CH3:2].C([O-])(=O)C.[Na+].[Br:18]Br>C(O)(=O)C>[Br:18][C:8]1[C:9]([OH:12])=[N:10][CH:11]=[C:6]([S:3]([CH2:1][CH3:2])(=[O:4])=[O:5])[CH:7]=1

参加物

5

反応物 3

HCID 24408Bromine2 回HCID 517045Sodium AcetateHCID 178477659HCID 178477659、化合物

生成物 1

HCID 178477662HCID 178477662、化合物収率 75%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒3 回

実験手順

To a solution crude of 5-ethanesulfonyl-pyridin-2-ol prepared above, and sodium acetate (3.74 g, 45.6 mmol) in acetic acid (50 mL) was added a solution of bromine (7.3 g, 46.0 mmol) in acetic acid (10 mL) dropwise over a period of 1 hour. After being stirred at room temperature overnight, additional bromine (7.3 g, 46.0 mmol) in acetic acid (10 mL) was added dropwise to the reaction mixture over a period of 1 hour. After being stirred overnight, the reaction mixture was warmed to 30° C. and stirred for 2 hours. The mixture was concentrated in vacuo to remove the solvent. The residue was triturated with water (100 mL). The solid was collected by filtration, washed with a dilute solution of sodium thiosulfate and dried in vacuo to afford 3-bromo-5-ethanesulfonyl-pyridin-2-ol (9.1 g, 75%, two steps) as a white solid (reference: Bargar, T. M. et al., J. Heterocyclic Chem. 22 (1985) 1583-1592).

後処理

  1. stirringAfter being stirred overnight
  2. temperaturethe reaction mixture was warmed to 30° C.
  3. stirringstirred for 2 hours
  4. concentrationThe mixture was concentrated in vacuo
  5. customto remove the solvent
  6. customThe residue was triturated with water (100 mL)
  7. filtrationThe solid was collected by filtration
  8. washwashed with a dilute solution of sodium thiosulfate
  9. customdried in vacuo

出典と根拠

ORDレコード
ord-9493c414a29e43f1b77ac16abcc467e6
出典データセット
uspto-grants-2014_02
特許番号
US08642629B2

反応ノート

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