Sodium Dithionite → 4-(4-Nitrophenoxy)benzenamine

HRID 1294055ノート

反応式

HRID 1294055 の反応式
[O-]S(S([O-])=O)=O.[Na+].[Na+].C([NH:12][C:13]1[CH:29]=[CH:28][C:16]([O:17][C:18]2[CH:19]=[CH:20][C:21]([N+:25]([O-:27])=[O:26])=[C:22]([CH:24]=2)N)=[CH:15][CH:14]=1)(=O)C>CCO.O>[N+:25]([C:21]1[CH:22]=[CH:24][C:18]([O:17][C:16]2[CH:28]=[CH:29][C:13]([NH2:12])=[CH:14][CH:15]=2)=[CH:19][CH:20]=1)([O-:27])=[O:26]

参加物

5

反応物 2

HCID 24489Sodium DithioniteHCID 13705240N-[4-(3-Amino-4-nitrophenoxy)phenyl]acetamide2 回

生成物 1

HCID 802514-(4-Nitrophenoxy)benzenamine

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 962Water溶媒

実験手順

Na2S2O4 (28.2 g, 160 mmol) was added to a solution of 5-(4-Acetamidophenoxy)-2-nitroaniline (Intermediate 1) (13.7 g, 48 mmol) in EtOH (600 ml) and H2O (150 ml). The yellow mixture was refluxed with vigorous stirring until the color disappeared. After cooling, the mixture was washed with brine and the product was extracted with AcOEt. The AcOEt layer was dried over MgSO4, filtered and evaporated to give intermediate 2 as a brown film (10.2 g, 83%): MS m/e 258 (M+1).

後処理

  1. temperatureThe yellow mixture was refluxed
  2. temperatureAfter cooling
  3. washthe mixture was washed with brine
  4. extractionthe product was extracted with AcOEt
  5. dry with materialThe AcOEt layer was dried over MgSO4
  6. filtrationfiltered
  7. customevaporated

出典と根拠

ORDレコード
ord-22e04f6d98614adc8722751ee30a6b65
出典データセット
uspto-grants-2007_07
特許番号
US07238813B2

反応ノート

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