Sodium Hydroxide → 2,6-Dichloro-3-nitropyridin-4-amine

HRID 81203

反応式

HRID 81203 の反応式
[Cl:1][C:2]1[CH:7]=[C:6]([NH:8][N+]([O-])=O)[CH:5]=[C:4]([Cl:12])[N:3]=1.[OH-:13].[Na+].[NH4+:15].[OH-:16]>OS(O)(=O)=O>[Cl:12][C:4]1[C:5]([N+:15]([O-:16])=[O:13])=[C:6]([NH2:8])[CH:7]=[C:2]([Cl:1])[N:3]=1

参加物

5

反応物 3

HCID 14798Sodium HydroxideHCID 14923Ammonium HydroxideHCID 4216172,6-Dichloro-4-nitraminopyridine

生成物 1

HCID 2827402,6-Dichloro-3-nitropyridin-4-amine

試薬・触媒・溶媒 1

HCID 1118Sulfuric Acid溶媒

反応条件

温度
80 °C

実験手順

N-(2,6-dichloropyridin-4-yl)nitramide (205 g crude, 0.617 mol) was added carefully to conc. H2SO4 (800 mL) at room temperature. Then the reaction mixture was stirred at 80° C. for 2 h. TLC (Petroleum ether/ethyl acetate=2:1) showed the reaction was complete. The mixture was cooled to room temperature and poured into crushed ice. The mixture was cooled to 0° C. and neutralized with NaOH and NH4OH. The resulting precipitate was collected by filtration and washed with water. The resulting precipitate was dissolved in ethyl acetate, dried over Na2SO4 and concentrated to give crude 2,6-dichloro-3-nitropyridin-4-amine, which was used for the next step without further purification. 1H NMR (400 MHz, CDCl3) δ: 7.64 (s, 2H), 6.86 (s, 1H).

後処理

  1. temperatureThe mixture was cooled to room temperature
  2. additionpoured
  3. custominto crushed ice
  4. filtrationThe resulting precipitate was collected by filtration
  5. washwashed with water
  6. dissolutionThe resulting precipitate was dissolved in ethyl acetate
  7. dry with materialdried over Na2SO4
  8. concentrationconcentrated

出典と根拠

ORDレコード
ord-9d7db0f3aef242cc9de2a17fc10cb115
出典データセット
uspto-grants-2014_09
特許番号
US08846657B2

関連ノート

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