2,4-Diamino-6-chloropyrimidine → Methyl 2-amino-6-chloro-4-pyrimidinecarbamate

HRID 464774ノート

反応式

HRID 464774 の反応式
[Cl:1][C:2]1[N:7]=[C:6]([NH2:8])[N:5]=[C:4]([NH2:9])[CH:3]=1.[CH3:10][O:11][C:12](N1C=CN=C1)=[O:13]>O1CCCC1.CCOCC>[NH2:8][C:6]1[N:5]=[C:4]([NH:9][C:12]([O:11][CH3:10])=[O:13])[CH:3]=[C:2]([Cl:1])[N:7]=1

参加物

5

反応物 2

HCID 674322,4-Diamino-6-chloropyrimidineHCID 580911Methyl 1H-imidazole-1-carboxylate

生成物 1

HCID 13423619Methyl 2-amino-6-chloro-4-pyrimidinecarbamate

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

46.3 g (0.32 mol) of 6-chloro-2,4-diamino-pyrimidine are dissolved in 1000 ml of tetrahydrofuran and treated with 57.9 g (0.517 mol) of potassium tert.butylate. The gel-like precipitate is stirred at room temperature for 1 hour. A solution of 60.5 g (0.48 mol) of 1-methoxycarbonylimidazole in 100 ml of ether is added thereto at a temperature of 10° within 90 minutes. The mixture is thereafter stirred at 25° for a further 2 hours, the solvent is then evaporated under reduced pressure and the residue is dissolved in ethyl acetate. The organic solution is washed with cold water and dried over sodium sulfate. After evaporation of the solvent under reduced pressure, the residue is crystallized from acetone/ether. After recrystallization from chloroform/methanol/hexane, there is obtained methyl 2-amino-6-chloro-4-pyrimidinecarbamate of melting point 225°-226°.

後処理

  1. waitat a temperature of 10° within 90 minutes
  2. stirringThe mixture is thereafter stirred at 25° for a further 2 hours
  3. customthe solvent is then evaporated under reduced pressure
  4. dissolutionthe residue is dissolved in ethyl acetate
  5. washThe organic solution is washed with cold water
  6. dry with materialdried over sodium sulfate
  7. customAfter evaporation of the solvent under reduced pressure
  8. customthe residue is crystallized from acetone/ether
  9. customAfter recrystallization from chloroform/methanol/hexane

出典と根拠

ORDレコード
ord-1209f64a8f9f417f89431ae1108b4a1a
出典データセット
uspto-grants-1985_10
特許番号
US04549019

反応ノート

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