5-Bromo-4-methylthiophene-2-sulfonamide → 4-Methylthiophene-2-sulfonamide

HRID 1297165ノート

反応式

HRID 1297165 の反応式
Br[C:2]1[S:6][C:5]([S:7]([NH2:10])(=[O:9])=[O:8])=[CH:4][C:3]=1[CH3:11]>CC(O)=O.[Zn]>[CH3:11][C:3]1[CH:4]=[C:5]([S:7]([NH2:10])(=[O:9])=[O:8])[S:6][CH:2]=1

参加物

4

反応物 1

HCID 220195335-Bromo-4-methylthiophene-2-sulfonamide

生成物 1

HCID 6009294-Methylthiophene-2-sulfonamide収率 43%

試薬・触媒・溶媒 2

HCID 23994Zinc触媒HCID 176Acetic Acid溶媒

実験手順

To a stirred solution of 5-bromo-4-methylthiophene-2-sulfonamide (3.1 g, 12.1 mmol) in AcOH (30 mL) is added zinc dust (2.4 g, 36.2 mmol). The reaction mixture is heated to reflux for 8 hr. After 8 hr, the reaction mixture is cooled and filtered. The filtrate is neutralized with 1 M NaOH. The aqueous layer is extracted with EtOAc (300 mL). The organics are dried (Na2SO4), filtered and concentrated in vacuo. The crude product is chromatographed on silica gel, eluting with CH2Cl2 to afford the title compound (0.90 g, 43%).

後処理

  1. temperatureThe reaction mixture is heated
  2. temperatureto reflux for 8 hr
  3. temperaturethe reaction mixture is cooled
  4. filtrationfiltered
  5. extractionThe aqueous layer is extracted with EtOAc (300 mL)
  6. dry with materialThe organics are dried (Na2SO4)
  7. filtrationfiltered
  8. concentrationconcentrated in vacuo
  9. customThe crude product is chromatographed on silica gel
  10. washeluting with CH2Cl2

出典と根拠

ORDレコード
ord-3771c17222ef4a6e95c0cd089d0be730
出典データセット
uspto-grants-2007_07
特許番号
US07250430B2

反応ノート

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