Potassium hydroxy sulfite → 5,6-Difluoro-2-(methylsulfinyl)benzo[d]thiazole

HRID 598521

반응식

HRID 598521 반응식
[F:1][C:2]1[C:3]([F:13])=[CH:4][C:5]2[S:9][C:8]([S:10][CH3:11])=[N:7][C:6]=2[CH:12]=1.[OH:14]OS([O-])=O.[K+]>CO.O>[F:1][C:2]1[C:3]([F:13])=[CH:4][C:5]2[S:9][C:8]([S:10]([CH3:11])=[O:14])=[N:7][C:6]=2[CH:12]=1

참가 물질

5

반응물 2

HCID 23707502Potassium hydroxy sulfiteHCID 448201045,6-Difluoro-2-(methylsulfanyl)-1,3-benzothiazole

생성물 1

HCID 577489385,6-Difluoro-2-(methylsulfinyl)benzo[d]thiazole수율 50.7%

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매2회

반응 조건

온도
0 °C

실험 절차

To a solution of 240 mg (1.1 mmol) 5,6-difluoro-2-methylsulfanyl-benzothiazole in 8 mL methanol under nitrogen at 0-5° C., was added drop wise a solution of 1.019 g (1.658 mmol) oxone in 4 mL water. The reaction mixture was stirred at 0° C. for 1 h. The suspension was diluted with water (10 mL). The solid was filtered, washed with water and dissolved in dichloromethane. The solution was dried over Na2SO4, filtered, concentrated in vacuo and purified with flash column chromatography on silica eluting with a gradient formed from n-heptane and ethyl acetate to provide 130 mg (50.6%) of the title compound as white solid. MS(m/e): 234.1 (M+H+).

후처리

  1. filtrationThe solid was filtered
  2. washwashed with water
  3. dissolutiondissolved in dichloromethane
  4. dry with materialThe solution was dried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo
  7. custompurified with flash column chromatography on silica eluting with a gradient
  8. customformed from n-heptane and ethyl acetate

출처 및 근거

ORD 기록
ord-4288027199d7457fbbb185a38f17e62c
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07897627B2

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