Sodium Hydroxide → HCID 178467356、化合物

HRID 885424

反応式

HRID 885424 の反応式
[Cl:1][C:2]1[CH:8]=[CH:7][CH:6]=[C:5]([N+:9]([O-])=O)[C:3]=1[NH2:4].[OH-].[Na+].[CH2:14]([O:16][C:17](OCC)(OCC)OCC)[CH3:15]>C(O)C>[Cl:1][C:2]1[C:3]2[NH:4][C:17]([O:16][CH2:14][CH3:15])=[N:9][C:5]=2[CH:6]=[CH:7][CH:8]=1

参加物

5

反応物 3

HCID 14798Sodium HydroxideHCID 66213Tetraethyl orthocarbonateHCID 698552-Chloro-6-nitroaniline

生成物 1

HCID 178467356HCID 178467356、化合物収率 35.1%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
130 °C

実験手順

2-Chloro-6-nitroaniline (3.45 g, 20.0 mmol) and stannous chloride dihydrate (18.05 g, 80.0 mmol) were heated under reflux in ethanol (80 mL) for 3 hr. The reaction mixture was neutralized with aqueous sodium hydroxide solution, and the precipitate was filtered off. The filtrate was extracted with ethyl acetate, washed with brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was mixed with tetraethoxymethane (10 mL, 47.7 mmol) and the mixture was stirred at 130° C. for 12 hr. The reaction mixture was purified by silica gel column chromatography (hexane/ethyl acetate=50/50) to give the title compound (1.38 g, 35%).

後処理

  1. filtrationthe precipitate was filtered off
  2. extractionThe filtrate was extracted with ethyl acetate
  3. washwashed with brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. concentrationconcentrated under reduced pressure
  6. customThe reaction mixture was purified by silica gel column chromatography (hexane/ethyl acetate=50/50)

出典と根拠

ORDレコード
ord-6e1933e1b30e41918fc506baf6325c5e
出典データセット
uspto-grants-2012_08
特許番号
US08242151B2

関連ノート

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