Bromine → HCID 178477662, 화합물

HRID 238584노트

반응식

HRID 238584 반응식
[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

참가 물질

5

반응물 3

HCID 24408Bromine2회HCID 517045Sodium AcetateHCID 178477659HCID 178477659, 화합물

생성물 1

HCID 178477662HCID 178477662, 화합물수율 75%

시약·촉매·용매 1

HCID 176Acetic Acid용매3회

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-9493c414a29e43f1b77ac16abcc467e6
출처 데이터셋
uspto-grants-2014_02
특허 번호
US08642629B2

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