Phosphorus oxychloride → 4-Chloro-5-methyl-6-(1-methylethyl)pyrimidine

HRID 241003노트

반응식

HRID 241003 반응식
[CH:1]([C:4]1[N:9]=[CH:8][N:7]=[C:6](O)[C:5]=1[CH3:11])([CH3:3])[CH3:2].P(Cl)(Cl)([Cl:14])=O>>[Cl:14][C:6]1[C:5]([CH3:11])=[C:4]([CH:1]([CH3:3])[CH3:2])[N:9]=[CH:8][N:7]=1

참가 물질

3

반응물 2

HCID 24813Phosphorus oxychlorideHCID 178431782HCID 178431782, 화합물

생성물 1

HCID 583334224-Chloro-5-methyl-6-(1-methylethyl)pyrimidine수율 11%

반응 조건

온도
70 °C

실험 절차

To 6-isopropyl-5-methylpyrimidin-4-ol (0.25 g, 1.6 mmol) was added neat phosphorous oxychloride (5 mL) and the mixture stirred at 70° C. for 3 h. After cooling to room temperature the solution was concentrated, diluted with water then neutralized by portionwise addition of saturated sodium carbonate solution. The aqueous mixture was extracted with ethyl acetate and the organic solution washed with brine then dried over anhydrous sodium sulfate. Filtration and concentration provided 4-chloro-6-isopropyl-5-methylpyrimidine (30 mg, 11% yield) as a brown oil that was used without further purification. MS (EI) for C8H11ClN2: 170 (MH+).

후처리

  1. temperatureAfter cooling to room temperature the solution
  2. concentrationwas concentrated
  3. additiondiluted with water
  4. additionthen neutralized by portionwise addition of saturated sodium carbonate solution
  5. extractionThe aqueous mixture was extracted with ethyl acetate
  6. washthe organic solution washed with brine
  7. dry with materialthen dried over anhydrous sodium sulfate
  8. filtrationFiltration and concentration

출처 및 근거

ORD 기록
ord-53cb32f2356f43268d46889e27b342df
출처 데이터셋
uspto-grants-2014_02
특허 번호
US08648066B2

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