Sodium Hydroxide → 4-Bromo-1-N-isopropylbenzene-1,2-diamine

HRID 2273599ノート

反応式

HRID 2273599 の反応式
[Sn](Cl)Cl.[Br:4][C:5]1[CH:14]=[CH:13][C:8]([NH:9][CH:10]([CH3:12])[CH3:11])=[C:7]([N+:15]([O-])=O)[CH:6]=1.[OH-].[Na+]>C(O)C>[Br:4][C:5]1[CH:6]=[C:7]([NH2:15])[C:8]([NH:9][CH:10]([CH3:11])[CH3:12])=[CH:13][CH:14]=1

参加物

5

反応物 3

HCID 14798Sodium HydroxideHCID 24479Stannous ChlorideHCID 2759489N-Isopropyl 4-bromo-2-nitroaniline

生成物 1

HCID 337851464-Bromo-1-N-isopropylbenzene-1,2-diamine収率 75.4%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

Tin(II) chloride (1.69 g, 8.90 mmol) is added to a solution of 4-bromo-N-isopropyl-2-nitroaniline (770 mg, 2.97 mmol) in ethanol. The mixture may be heated to reflux for an appropriate time (such as 4 hr) and cooled. 4 N sodium hydroxide is added to the solution which then may be filtered. The filtrate is extracted with ethyl acetate. The combined organic layer may be washed with brine and concentrated. The residue may be purified by any appropriate method including Biotage column chromatography to give 4-bromo-N-1-isopropylbenzene-1,2-diamine (513 mg).

後処理

  1. temperatureThe mixture may be heated
  2. temperatureto reflux for an appropriate time (such as 4 hr)
  3. temperaturecooled
  4. filtrationmay be filtered
  5. extractionThe filtrate is extracted with ethyl acetate
  6. washThe combined organic layer may be washed with brine
  7. concentrationconcentrated
  8. customThe residue may be purified by any appropriate method

出典と根拠

ORDレコード
ord-50117e9834364446a613ddda7fb0c1f0
出典データセット
uspto-grants-2015_09
特許番号
US09125901B2

反応ノート

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