Ethanol → 1-Benzyl-5-methyl-pyrimidine-2,4,6-trione

HRID 1373052

反応式

HRID 1373052 の反応式
[Na].[CH2:2]([NH:9][C:10]([NH2:12])=[O:11])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[C:13]([O:19]C(CC)CC)(=O)[CH2:14][C:15]([O-:17])=O.[CH2:25](O)C>>[CH2:2]([N:9]1[C:13](=[O:19])[CH:14]([CH3:25])[C:15](=[O:17])[NH:12][C:10]1=[O:11])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

参加物

5

反応物 4

HCID 702Ethanol2 回HCID 10853BenzylureaHCID 5360545SodiumHCID 86587742Diethylmethyl malonate

生成物 1

HCID 189367221-Benzyl-5-methyl-pyrimidine-2,4,6-trione

実験手順

Sodium metal (7.68 g, 334 mmol) was dissolved in 100% ethanol (500 mL), benzyl urea (25.12 g, 168 mmol) and diethylmethyl malonate (29 mL, 169 mmol) were added, and the mixture was heated at just below ethanol reflux overnight. The reaction mixture was concentrated to remove ethanol, water (200 mL), and 1 N hydrochloric acid (350 mL) was added, and an oil separated. The oil would not crystallize and could not be purified by chromatography. The oil was treated with ethanol/sodium ethoxide, (400 mL/7.4 g, 322 mmol) overnight at just below ethanol reflux and was worked up as before to give an oil that would not crystallize. This material was used directly in the next step.

後処理

  1. temperaturereflux overnight
  2. concentrationThe reaction mixture was concentrated
  3. customto remove ethanol, water (200 mL), and 1 N hydrochloric acid (350 mL)
  4. additionwas added
  5. customan oil separated
  6. customThe oil would not crystallize
  7. customcould not be purified by chromatography
  8. additionThe oil was treated with ethanol/sodium ethoxide, (400 mL/7.4 g, 322 mmol) overnight at just below ethanol
  9. temperaturereflux
  10. customto give an oil that would not
  11. customcrystallize

出典と根拠

ORDレコード
ord-0bcfdc8cc32e4355ade59a0fa6d4ebd9
出典データセット
uspto-grants-2007_01
特許番号
US07160893B2

関連ノート

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