Phosphorus oxychloride → 4-Chloro-2-(methylsulfanyl)pyrimidine-5-carbonitrile

HRID 2420988노트

반응식

HRID 2420988 반응식
[C:1]([C:3]1[C:4](=O)[NH:5][C:6]([S:9][CH3:10])=[N:7][CH:8]=1)#[N:2].P(Cl)(Cl)([Cl:14])=O>>[Cl:14][C:4]1[C:3]([C:1]#[N:2])=[CH:8][N:7]=[C:6]([S:9][CH3:10])[N:5]=1

참가 물질

3

반응물 2

HCID 24813Phosphorus oxychlorideHCID 27278634-Hydroxy-2-(methylthio)pyrimidine-5-carbonitrile

생성물 1

HCID 131141834-Chloro-2-(methylsulfanyl)pyrimidine-5-carbonitrile수율 40%

실험 절차

Phosphorus oxychloride (150 mL) was added to 5-cyano-3,4-dihydro-2-methylthiopyrimidin-4-one (30.0 g, 0.159 mmol) obtained in Step 1, and the mixture was heated under reflux for 7 hours. The reaction mixture was left to stand to cool, and then phosphorus oxychloride was evaporated under reduced pressure. The residue was poured into ice water (about 1,000 mL), and the precipitated light yellow solid was collected by filtration and washed with water. The resulting solid was dried under reduced pressure to give 4-chloro-5-cyano-2-methylthiopyrimidine (11.9 g, yield 40%).

후처리

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 7 hours
  3. waitThe reaction mixture was left
  4. temperatureto cool
  5. customphosphorus oxychloride was evaporated under reduced pressure
  6. additionThe residue was poured into ice water (about 1,000 mL)
  7. filtrationthe precipitated light yellow solid was collected by filtration
  8. washwashed with water
  9. customThe resulting solid was dried under reduced pressure

출처 및 근거

ORD 기록
ord-8a8260167ac0461a80c05333007b7e10
출처 데이터셋
uspto-grants-2011_06
특허 번호
US07956060B2

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