Phosphorus oxychloride → Benzyl-(2-chloro-3-nitro-pyridin-4-yl)-amine

HRID 639686ノート

反応式

HRID 639686 の反応式
[CH2:1]([NH:8][C:9]1[CH:14]=[CH:13][N:12]=[C:11](O)[C:10]=1[N+:16]([O-:18])=[O:17])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.P(Cl)(Cl)([Cl:21])=O>C(#N)C.[Cl-].C([N+](CC)(CC)CC)C>[CH2:1]([NH:8][C:9]1[CH:14]=[CH:13][N:12]=[C:11]([Cl:21])[C:10]=1[N+:16]([O-:18])=[O:17])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

5

反応物 2

HCID 24813Phosphorus oxychlorideHCID 178526800HCID 178526800、化合物

生成物 1

HCID 72697848Benzyl-(2-chloro-3-nitro-pyridin-4-yl)-amine収率 89.3%

試薬・触媒・溶媒 2

HCID 5946Tetraethylammonium Chloride触媒HCID 6342Acetonitrile溶媒

反応条件

温度
85 °C

実験手順

4-benzylamino-3-nitro-pyridin-2-ol (6.15 g, 25.07 mmol) was suspended in 100 mL of acetonitrile then phosphorus oxychloride (12 mL, 125.40 mmol) was added followed by tetraethyl ammonium chloride (4.15 g, 25.07 mmol) and the mixture was stirred at 85° C. overnight. The solvent was removed in vacuo and the residue was suspended in water (300 mL) and extracted with dichloromethane (2×200 mL). The organic layer was dried over magnesium sulfate and the solvent was removed in vacuo to give 5.9 g of the title compound as a yellow solid.

後処理

  1. customThe solvent was removed in vacuo
  2. extractionextracted with dichloromethane (2×200 mL)
  3. dry with materialThe organic layer was dried over magnesium sulfate
  4. customthe solvent was removed in vacuo

出典と根拠

ORDレコード
ord-7a553537354c49c4bd15ef6212e3b2da
出典データセット
uspto-grants-2010_04
特許番号
US07691877B2

反応ノート

読み込み中…