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N-(3-methoxy-5-nitrophenyl)methanesulfonamide → N-(3-amino-5-methoxyphenyl)methanesulfonamide

HRID 1052639
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인쇄 미리보기

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HRID 1052639 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([NH:12][S:13]([CH3:16])(=[O:15])=[O:14])[CH:6]=[C:7]([N+:9]([O-])=O)[CH:8]=1>C(O)(=O)C.[Fe]>[NH2:9][C:7]1[CH:6]=[C:5]([NH:12][S:13]([CH3:16])(=[O:15])=[O:14])[CH:4]=[C:3]([O:2][CH3:1])[CH:8]=1
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참가 물질

4

반응물 1

HCID 68836539N-(3-methoxy-5-nitrophenyl)methanesulfonamide

생성물 1

HCID 68840230N-(3-amino-5-methoxyphenyl)methanesulfonamide수율 99%

시약·촉매·용매 2

HCID 23925Iron촉매HCID 176Acetic Acid용매

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온도
40 °C

실험 절차

N-(3-Methoxy-5-nitrophenyl)methanesulfonamide (3 g, 11.82 mmol) was treated with iron powder (3.3 g, 59.09 mmol) in acetic acid (120 ml) and stirred at 40° C. for 2 h. The crude was then filtered over Celite and the solvent was removed in vacuum. A mixture of a solution of sodium bicarbonate 4% and ethyl acetate was added and the resulting mixture was filtered over Celite. The organic phase was washed with water and brine, dried over magnesium sulphate and the solvent was remove to give 2.53 g (86% yield) of the title compound as a dark solid, that was used in the next step without further purification. Purity 87%.

후처리

  1. filtrationThe crude was then filtered over Celite
  2. customthe solvent was removed in vacuum
  3. additionA mixture of a solution of sodium bicarbonate 4% and ethyl acetate
  4. additionwas added
  5. filtrationthe resulting mixture was filtered over Celite
  6. washThe organic phase was washed with water and brine
  7. dry with materialdried over magnesium sulphate
  8. customthe solvent was remove

출처 및 근거

ORD 기록
ord-78a0fc98293c40718cba05cd5a33f48c
출처 데이터셋
uspto-grants-2016_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09388189B2

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