1,3-Benzodioxole → 1,3-Benzodioxole-5-sulfonyl chloride

HRID 11249

反応式

HRID 11249 の反応式
[S:1]([Cl:5])(Cl)(=[O:3])=[O:2].[O:6]1[C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=2[O:8][CH2:7]1>CN(C)C=O>[O:6]1[C:10]2[CH:11]=[CH:12][C:13]([S:1]([Cl:5])(=[O:3])=[O:2])=[CH:14][C:9]=2[O:8][CH2:7]1

参加物

4

反応物 2

HCID 92291,3-BenzodioxoleHCID 24648Sulfuryl chloride

生成物 1

HCID 49134011,3-Benzodioxole-5-sulfonyl chloride収率 16.3%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
100 °C

実験手順

To a solution of 4.25 g of anhydrous N,N-dimethylformamide at 0° C. under nitrogen was added 7.84 g of sulfuryl chloride, whereupon a solid formed. After stirring for 15 minutes, 6.45 g of 1,3-benzodioxole was added, and the mixture heated at 100° C. for 2 hours. The reaction was cooled, poured into ice water, extracted with methylene chloride, dried over magnesium sulfate, filtered and concentrated to give 7.32 g of crude material as a black oil. This was chromatographed on silica gel using 20% methylene chloride/hexane to afford 1.9 g of (1,3-benzodioxol-5-yl)sulfonyl chloride.

後処理

  1. customwhereupon a solid formed
  2. temperatureThe reaction was cooled
  3. extractionextracted with methylene chloride
  4. dry with materialdried over magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customto give 7.32 g of crude material as a black oil
  8. customThis was chromatographed on silica gel using 20% methylene chloride/hexane

出典と根拠

ORDレコード
ord-7c7f331849e741a384a746489950e6cd
出典データセット
uspto-grants-2006_08
特許番号
US07098202B2

関連ノート

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