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

HRID 1033000노트

반응식

HRID 1033000 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

HCID 103755472-Chloro-5-ethyl-6-methyl-3-nitropyridine수율 57.5%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-826ba8ecfc274e07866f41cc914d778f
출처 데이터셋
uspto-grants-1994_05
특허 번호
US05308854

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