Hydrazine hydrate (1:1) → 2-(Methylthio)-2-phenylacetohydrazide

HRID 388260노트

반응식

HRID 388260 반응식
[CH3:1][S:2][CH:3]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:4](OC)=[O:5].O.[NH2:15][NH2:16]>CCO>[CH3:1][S:2][CH:3]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:4]([NH:15][NH2:16])=[O:5]

참가 물질

4

반응물 2

HCID 24654Hydrazine hydrate (1:1)HCID 13798623Methyl 2-(methylthio)-2-phenylacetate

생성물 1

HCID 591859152-(Methylthio)-2-phenylacetohydrazide

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To a stirred solution of methyl 2-(methylthio)-2-phenylacetate (0.300 g, 1 equiv) in anhydrous EtOH (5 mL) was added hydrazine hydrate (0.15 mL, 2 equiv) and heated to reflux. Stirring was then continued for 18 hours. The reaction mixture was then cooled and the solvents removed under reduced pressure. The crude oil was diluted with EtOAc and washed with H2O and the organic phase dried over Na2SO4, filtered, and the solvents removed under reduced pressure to yield a yellow oil which was purified by flash chromatography on silica gel using ethyl acetate and hexanes. The purified product was a white solid (193 mg, 66%).

후처리

  1. temperatureheated to reflux
  2. temperatureThe reaction mixture was then cooled
  3. customthe solvents removed under reduced pressure
  4. additionThe crude oil was diluted with EtOAc
  5. washwashed with H2O
  6. dry with materialthe organic phase dried over Na2SO4
  7. filtrationfiltered
  8. customthe solvents removed under reduced pressure
  9. customto yield a yellow oil which
  10. customwas purified by flash chromatography on silica gel

출처 및 근거

ORD 기록
ord-a6bfdc82e9bf4604b15cf1af2250f948
출처 데이터셋
uspto-grants-2013_02
특허 번호
US08377930B2

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