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

HRID 1053891노트

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HRID 1053891 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

HCID 592142734-Bromo-3-methylbenzene-1,2-diamine수율 88%

시약·촉매·용매 1

HCID 702Ethanol용매

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온도
70 °C

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-ee44e765b73d44a1910d60a122ef58bf
출처 데이터셋
uspto-grants-2016_07
특허 번호
US09394279B2

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