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

HRID 377508

反応式

HRID 377508 の反応式
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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

反応条件

温度
-70 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-ce50dedc3d6a49e4ad3462d40aaac1ad
出典データセット
uspto-grants-2000_02
特許番号
US06025489

関連ノート

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