2-Chloro-5-nitropyrimidine → 2-Methoxy-5-nitropyrimidine

HRID 450179

反応式

HRID 450179 の反応式
[CH3:1][O-:2].[Na+].Cl[C:5]1[N:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[CH:7][N:6]=1>CO>[CH3:1][O:2][C:5]1[N:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[CH:7][N:6]=1

参加物

4

反応物 2

HCID 825442-Chloro-5-nitropyrimidineHCID 10942334Sodium Methoxide

生成物 1

HCID 3529002-Methoxy-5-nitropyrimidine収率 134.3%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a solution of sodium methoxide (0.090 g of sodium) in MeOH (12 mL) was added 0.486 g (3.03 mmol) of 2-chloro-5-nitropyrimidine, and the mixture was heated under reflux for 1 hr. After cooling, the mixture was concentrated in vacuo, extracted with EtOAc, and washed with water. The aqueous layer was extracted with CHCl3 and the combined organic layers were dried (Na2SO4), and concentrated, to give 0.347 g (75% yield) of 2-methoxy-5-nitropyrimidine as a yellow powder: 1H NMR (CDCl3) δ9.31 (s, 2H), 4.17 (s, 3H); LCMS (APCI+) m/z: 156 (MH+, 100%).

後処理

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 1 hr
  3. temperatureAfter cooling
  4. concentrationthe mixture was concentrated in vacuo
  5. extractionextracted with EtOAc
  6. washwashed with water
  7. extractionThe aqueous layer was extracted with CHCl3
  8. dry with materialthe combined organic layers were dried (Na2SO4)
  9. concentrationconcentrated

出典と根拠

ORDレコード
ord-160f4f9dca0f416a938b965dced57a0a
出典データセット
uspto-grants-2013_07
特許番号
US08486939B2

関連ノート

読み込み中…