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Acetonitrile → HCID 57448066、化合物

HRID 2358120
ノート
印刷プレビュー

反応式

HRID 2358120 の反応式
[Br:1][C:2]1[C:3]([F:9])=[C:4](S)[CH:5]=[CH:6][CH:7]=1.I([O-])(=O)(=O)=O.[Na+].[S:16](Cl)(Cl)(=[O:18])=[O:17].[C:21](=O)([O-])[O-].[Na+].[Na+].[C:27](#[N:29])C>[Ru](Cl)(Cl)Cl.C(OCC)(=O)C>[Br:1][C:2]1[C:3]([F:9])=[C:4]([S:16]([N:29]([CH3:27])[CH3:21])(=[O:18])=[O:17])[CH:5]=[CH:6][CH:7]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 5

HCID 6342AcetonitrileHCID 10340Sodium CarbonateHCID 24648Sulfuryl chlorideHCID 23667635Sodium periodateHCID 566046283-Bromo-2-fluorobenzenethiol

生成物 1

HCID 57448066HCID 57448066、化合物

試薬・触媒・溶媒 2

HCID 61850
Ruthenium trichloride
触媒
HCID 8857Ethyl Acetate溶媒

実験手順

3-bromo-2-fluorobenzenethiol (1.9 g, 9.2 mmol), sodium periodate (4.8 g, 22.9 mmol) and ruthenium trichloride (5 mg) in acetonitrile (60 ml) was stirred at 0° C. for 5 min. after which sulfonyl chloride (1.9 ml, 22.9 mmol) was added dropwise. The mixture was stirred for an additional hour and ethyl acetate (50 ml) and aqueous sodium carbonate (10%, 50 ml) was added. The phases were separated and the aqueous phase was extracted with ethyl acetate (2×50 ml). To the combined organic phase, dimethylamine (40% in water, 10 ml) was added and the mixture was stirred for 1 h. Evaporation of the solvents and purification by flash chromatography yielded the title compound (1.1 g). MS m/z (rel. intensity, 70 eV) 283 (M+, 47), 281 (M+, 44), 239 (32), 73 (59), 94 (bp).

後処理

  1. additionwas added dropwise
  2. customThe phases were separated
  3. extractionthe aqueous phase was extracted with ethyl acetate (2×50 ml)
  4. additionTo the combined organic phase, dimethylamine (40% in water, 10 ml) was added
  5. stirringthe mixture was stirred for 1 h
  6. customEvaporation of the solvents and purification by flash chromatography

出典と根拠

ORDレコード
ord-85e9e7c6bcb2412b89d8df648adbf012
出典データセット
uspto-grants-2010_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07763639B2

反応ノート

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