3-Amino-1-propanol → 4-(3-Hydroxypropylamino)-3-nitropyridine

HRID 22494

反応式

HRID 22494 の反応式
[NH2:1][CH2:2][CH2:3][CH2:4][OH:5].Cl[C:7]1[CH:12]=[CH:11][N:10]=[CH:9][C:8]=1[N+:13]([O-:15])=[O:14].C(=O)([O-])O.[Na+]>C(O)C>[OH:5][CH2:4][CH2:3][CH2:2][NH:1][C:7]1[CH:12]=[CH:11][N:10]=[CH:9][C:8]=1[N+:13]([O-:15])=[O:14]

参加物

5

反応物 3

HCID 90863-Amino-1-propanolHCID 516892Sodium BicarbonateHCID 27357814-Chloro-3-nitropyridine

生成物 1

HCID 5923304-(3-Hydroxypropylamino)-3-nitropyridine収率 43.2%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

3-Amino-1-propanol (4.5 g, 60.0 mmol) was added slowly to a mixture of 4-chloro-3-nitropyridine (8.0 g, 50.5 mmol) and sodium hydrogen carbonate (4.2 g, 50.0 mmol) in ethanol (200 ml). The mixture was stirred for 3 h at ambient temperature and the solvent removed under reduced pressure. Saturated aqueous sodium hydrogen carbonate (50 ml) was added to the residue, which was extracted with ethyl acetate (3×200 ml). The combined organics were dried over anhydrous sodium sulphate, filtered and evaporated. Crystallisation from ethyl acetate gave 4-(3-hydroxypropylamino)-3-nitropyridine (4.3 g, 43%) as an orange crystalline solid.

後処理

  1. customthe solvent removed under reduced pressure
  2. additionSaturated aqueous sodium hydrogen carbonate (50 ml) was added to the residue, which
  3. extractionwas extracted with ethyl acetate (3×200 ml)
  4. dry with materialThe combined organics were dried over anhydrous sodium sulphate
  5. filtrationfiltered
  6. customevaporated
  7. customCrystallisation from ethyl acetate

出典と根拠

ORDレコード
ord-cbf28fc31abd4ab98c1c3e2e3f42025f
出典データセット
uspto-grants-1995_06
特許番号
US05428168

関連ノート

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