N,N-Dimethylaniline → N-(4-Amino-3-nitro-phenyl)-4-isopropyl-benzenesulfonamide

HRID 450723

반응식

HRID 450723 반응식
[N+:1]([C:4]1[CH:9]=[C:8]([NH2:10])[CH:7]=[CH:6][C:5]=1[NH2:11])([O-:3])=[O:2].CN(C)C1C=CC=CC=1.[CH:21]([C:24]1[CH:29]=[CH:28][C:27]([S:30](Cl)(=[O:32])=[O:31])=[CH:26][CH:25]=1)([CH3:23])[CH3:22]>C(#N)C>[NH2:11][C:5]1[CH:6]=[CH:7][C:8]([NH:10][S:30]([C:27]2[CH:28]=[CH:29][C:24]([CH:21]([CH3:23])[CH3:22])=[CH:25][CH:26]=2)(=[O:32])=[O:31])=[CH:9][C:4]=1[N+:1]([O-:3])=[O:2]

참가 물질

5

반응물 3

HCID 949N,N-DimethylanilineHCID 27348824-(Propan-2-yl)benzene-1-sulfonyl chlorideHCID 43383702-Nitro-4-phenylenediamine

생성물 1

HCID 27993411N-(4-Amino-3-nitro-phenyl)-4-isopropyl-benzenesulfonamide수율 55.4%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

반응 조건

온도
0 °C

실험 절차

To a mixture of 2-nitro-benzene-1,4-diamine (10 g, 65.30 mmol) and N,N-dimethylaniline (8.7 g, 71.83 mmol) in acetonitrile (310 ml) at 0° C. 4-isopropyl-benzenesulfonylchloride (13.85 g, 63.34 mmol) was added over a period of 1 h. The mixture was stirred at 0° C. for 1 h and for 16 h at room temperature. After concentrating the mixture in vacuo the obtained oil was triturated with water. The precipitate was collected, washed with ethanol and dried in vacuo to give the product as a yellow powder (11.76 g, 54%).

후처리

  1. concentrationAfter concentrating the mixture in vacuo the obtained oil
  2. customwas triturated with water
  3. customThe precipitate was collected
  4. washwashed with ethanol
  5. customdried in vacuo

출처 및 근거

ORD 기록
ord-d1517fabb6114385b7dc8398287ec5a8
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08486984B2

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