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

HRID 1297165노트

반응식

HRID 1297165 반응식
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

참가 물질

4

반응물 1

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

생성물 1

HCID 6009294-Methylthiophene-2-sulfonamide수율 43%

시약·촉매·용매 2

HCID 23994Zinc촉매HCID 176Acetic Acid용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-3771c17222ef4a6e95c0cd089d0be730
출처 데이터셋
uspto-grants-2007_07
특허 번호
US07250430B2

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