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

HRID 450723

反応式

HRID 450723 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

反応条件

温度
0 °C

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-d1517fabb6114385b7dc8398287ec5a8
出典データセット
uspto-grants-2013_07
特許番号
US08486984B2

関連ノート

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