Water → 4-Bromo-3-methylbenzene-1,2-diamine

HRID 1411390ノート

反応式

HRID 1411390 の反応式
[Br:1][C:2]1[C:3]([CH3:12])=[C:4]([C:6]([N+:9]([O-])=O)=[CH:7][CH:8]=1)[NH2:5].[Sn](Cl)Cl.O.[OH-].[Na+]>CCO>[Br:1][C:2]1[C:3]([CH3:12])=[C:4]([NH2:5])[C:6]([NH2:9])=[CH:7][CH:8]=1

参加物

6

反応物 4

HCID 962WaterHCID 14798Sodium HydroxideHCID 24479Stannous ChlorideHCID 666306133-Bromo-2-methyl-6-nitroaniline

生成物 1

HCID 592142734-Bromo-3-methylbenzene-1,2-diamine収率 88%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
70 °C

実験手順

To a solution of 3-bromo-2-methyl-6-nitroaniline (0.45 g, 1.95 mmol) in EtOH (6 mL) was added tin(II) chloride (1.48 g, 7.8 mmol), and the resulting solution was stirred at 70° C. for 4 hours. The mixture was cooled to room temperature and poured into water, and 1 N aq. NaOH was added to adjust to pH>7. The resulting mixture was extracted with CH2Cl2 (2×), and the combined extracts were dried over Na2SO4. The drying agent was filtered off and solvent was removed in vacuo to give the title compound as an oil (0.34 g, 88%).

後処理

  1. temperatureThe mixture was cooled to room temperature
  2. additionwas added
  3. extractionThe resulting mixture was extracted with CH2Cl2 (2×)
  4. dry with materialthe combined extracts were dried over Na2SO4
  5. filtrationThe drying agent was filtered off
  6. customsolvent was removed in vacuo

出典と根拠

ORDレコード
ord-64b7f95f3aab454ebf12789fecc4ff63
出典データセット
uspto-grants-2014_12
特許番号
US08921514B2

反応ノート

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