Dimethylamine → 6-chloro-N,N-dimethyl-5-nitropyrimidin-4-amine

HRID 377508

반응식

HRID 377508 반응식
Cl[C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[C:6]([Cl:11])[N:5]=[CH:4][N:3]=1.[CH3:12][NH:13][CH3:14].C(N(C(C)C)CC)(C)C>C(Cl)Cl>[CH3:12][N:13]([CH3:14])[C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[C:6]([Cl:11])[N:5]=[CH:4][N:3]=1

참가 물질

5

반응물 3

HCID 674DimethylamineHCID 203124,6-Dichloro-5-nitropyrimidineHCID 81531Diisopropylethylamine

생성물 1

HCID 71136226-chloro-N,N-dimethyl-5-nitropyrimidin-4-amine

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

반응 조건

온도
-70 °C

실험 절차

Dissolve 50 g (0.26 mol) of 4,6-dichloro-5-nitropyrimidine in 500 mL of CH2Cl2 and cool to -70° C. Add a solution of 24 mL (0.28 mol) dimethylamine, 70 mL (0.40 mol) of diisopropylethylamine, and 100 mL of CH2Cl2 over 30 minutes. Warm to ambient temperature and wash the reaction mixture with 500 mL of 20% K2CO3. Dry the CH2Cl2 portion over MgSO4, treat with charcoal filter, and remove the filtrate under vacuum. Crystallize the residue with ether to provide 4-dimethylamino-6-chloro-5-nitropyrimidine.

후처리

  1. temperatureWarm to ambient temperature
  2. washwash the reaction mixture with 500 mL of 20% K2CO3
  3. dry with materialDry the CH2Cl2 portion over MgSO4
  4. additiontreat with charcoal
  5. filtrationfilter
  6. customremove the filtrate under vacuum
  7. customCrystallize the residue with ether

출처 및 근거

ORD 기록
ord-ce50dedc3d6a49e4ad3462d40aaac1ad
출처 데이터셋
uspto-grants-2000_02
특허 번호
US06025489

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