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

HRID 598521ノート

反応式

HRID 598521 の反応式
[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

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒2 回

反応条件

温度
0 °C

実験手順

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+).

後処理

  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

出典と根拠

ORDレコード
ord-4288027199d7457fbbb185a38f17e62c
出典データセット
uspto-grants-2011_03
特許番号
US07897627B2

反応ノート

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