N-Methyl-4-nitrobenzenesulfonamide → 4-amino-N-methylbenzene-1-sulfonamide

HRID 29048

반응식

HRID 29048 반응식
[CH3:1][NH:2][S:3]([C:6]1[CH:11]=[CH:10][C:9]([N+:12]([O-])=O)=[CH:8][CH:7]=1)(=[O:5])=[O:4]>CO.[Ni]>[CH3:1][NH:2][S:3]([C:6]1[CH:11]=[CH:10][C:9]([NH2:12])=[CH:8][CH:7]=1)(=[O:4])=[O:5]

참가 물질

4

반응물 1

HCID 232993N-Methyl-4-nitrobenzenesulfonamide

생성물 1

HCID 743684-amino-N-methylbenzene-1-sulfonamide

시약·촉매·용매 2

HCID 935Nickel촉매HCID 887Methanol용매2회

반응 조건

온도
25 °C

실험 절차

To a solution of N-methyl-4-nitrobenzenesulfonamide (Step 5) (4.8 g, 22.2 mmol) in methanol (100 ml) in a Parr bottle was added Raney-nickel in methanol. The reaction mixture was flushed with nitrogen and hydrogen several times and maintained under hydrogen at delivery pressure of 5 psi. After stirring at 25° C. for approximately 20 hr, the reaction was vented and purged with nitrogen. The contents of the reaction were filtered and concentrated to remove the solvent. The 4-[(N-methylamino)sulfonyl]aniline obtained as a white solid (4.1 g, 100%) was used in the next step without further purification: mp (DSC) 138° C. Anal Calc'd. for C7H10N2O2S 0.25 H2O: C, 44.08; H, 5.55; N, 14.69. Found: C, 43.83; H, 5.39; N, 14.81.

후처리

  1. customThe reaction mixture was flushed with nitrogen and hydrogen several times
  2. temperaturemaintained under hydrogen at delivery pressure of 5 psi
  3. custompurged with nitrogen
  4. filtrationThe contents of the reaction were filtered
  5. concentrationconcentrated
  6. customto remove the solvent

출처 및 근거

ORD 기록
ord-1d4d9587163140a3ba94d76fdf9d5745
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07420061B2

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