Sodium Acetate → 3-Methyl-1-(2-methylpropyl)thieno[2,3-d]pyrimidine-2,4(1H,3H)-dione

HRID 567915

反応式

HRID 567915 の反応式
[C:1]([O-])(=O)[CH3:2].[Na+].[CH3:6][N:7]1[C:12](=[O:13])[CH2:11][C:10](=[S:14])[N:9]([CH2:15][CH:16]([CH3:18])[CH3:17])[C:8]1=[O:19]>O>[CH3:6][N:7]1[C:12](=[O:13])[C:11]2[CH:1]=[CH:2][S:14][C:10]=2[N:9]([CH2:15][CH:16]([CH3:17])[CH3:18])[C:8]1=[O:19]

参加物

4

反応物 2

HCID 517045Sodium AcetateHCID 222580271-Isobutyl-3-methyl-6-thioxodihydropyrimidine-2,4(1H,3H)-dione

生成物 1

HCID 52825273-Methyl-1-(2-methylpropyl)thieno[2,3-d]pyrimidine-2,4(1H,3H)-dione収率 94.7%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

Sodium acetate (38.9 g) was added to a stirred suspension of 3-methyl-1-(2-methylpropyl)-6-thioxo-pyrimidine-2,4(1H,3H)-dione (25.42 g) in water (11). After 5 hours, the mixture was filtered. Aqueous chloroacetaldehyde solution (50wt. %, 142 ml) was added to the filtrate and the mixture was stirred for 16 hours. The mixture was acidified with concentrated hydrochloric acid and extracted with ethyl acetate (3×500 ml). The combined organic extracts were washed with saturated sodium hydrogen carbonate solution, dried over anhydrous magnesium sulfate, filtered and evaporated under reduced pressure. The residual oil was purified by column chromatography over silica, eluting with isohexane: ether (1:1) to give the title compound (26.78 g) as a solid.

後処理

  1. filtrationthe mixture was filtered
  2. additionAqueous chloroacetaldehyde solution (50wt. %, 142 ml) was added to the filtrate
  3. extractionextracted with ethyl acetate (3×500 ml)
  4. washThe combined organic extracts were washed with saturated sodium hydrogen carbonate solution
  5. dry with materialdried over anhydrous magnesium sulfate
  6. filtrationfiltered
  7. customevaporated under reduced pressure
  8. customThe residual oil was purified by column chromatography over silica
  9. washeluting with isohexane: ether (1:1)

出典と根拠

ORDレコード
ord-390195654bf2433cbe8157016915c65e
出典データセット
uspto-grants-2001_01
特許番号
US06180635B2

関連ノート

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