Phosphorus pentachloride → 2-Chloro-5-ethyl-6-methyl-3-nitropyridine

HRID 1033000ノート

反応式

HRID 1033000 の反応式
[CH2:1]([C:3]1[CH:4]=[C:5]([N+:11]([O-:13])=[O:12])[C:6](=O)[NH:7][C:8]=1[CH3:9])[CH3:2].P(Cl)(Cl)(Cl)(Cl)[Cl:15]>O>[Cl:15][C:6]1[C:5]([N+:11]([O-:13])=[O:12])=[CH:4][C:3]([CH2:1][CH3:2])=[C:8]([CH3:9])[N:7]=1

参加物

4

反応物 2

HCID 24819Phosphorus pentachlorideHCID 103523142(1H)-Pyridinone, 5-ethyl-6-methyl-3-nitro-

生成物 1

HCID 103755472-Chloro-5-ethyl-6-methyl-3-nitropyridine収率 57.5%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A mixture of 5-ethyl-6-methyl-3-nitro-2-(1H)-pyridinone (2.38 g, 13 mmol) and phosphorus pentachloride (3.3 g, 15.6 mmol) was heated under an atmosphere of nitrogen at 140°-150° C. for 15 minutes. The resultant brown oil was then treated with water and the product extracted into chloroform. The organic extract was washed three times with brine, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure (15 torr). The residue was passed through a small plug of silica gel, eluted with 2% methanol in chloroform. Collection and concentration of appropriate fractions yielded 1.5 g (57.5%) of the corresponding chloropyridine as a clear pale brown oil.

後処理

  1. temperaturewas heated under an atmosphere of nitrogen at 140°-150° C. for 15 minutes
  2. extractionthe product extracted into chloroform
  3. extractionThe organic extract
  4. washwas washed three times with brine
  5. dry with materialdried over anhydrous sodium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated under reduced pressure (15 torr)
  8. washeluted with 2% methanol in chloroform
  9. customCollection and concentration of appropriate fractions

出典と根拠

ORDレコード
ord-826ba8ecfc274e07866f41cc914d778f
出典データセット
uspto-grants-1994_05
特許番号
US05308854

反応ノート

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