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Dimethylformamide → 6-amino-5-formyl-3-methyl-1-phenyl-2,4 (1H, 3H)-pyrimidinedione

HRID 1417710
ノート
印刷プレビュー

反応式

HRID 1417710 の反応式
[NH2:1][C:2]1[N:7]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[C:6](=[O:14])[N:5]([CH3:15])[C:4](=[O:16])[CH:3]=1.P(Cl)(Cl)(Cl)=O.[OH-].[Na+].CN(C)[CH:26]=[O:27]>O>[NH2:1][C:2]1[N:7]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[C:6](=[O:14])[N:5]([CH3:15])[C:4](=[O:16])[C:3]=1[CH:26]=[O:27]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 6228DimethylformamideHCID 14798Sodium HydroxideHCID 24813Phosphorus oxychlorideHCID 16492566-Amino-3-methyl-1-phenylpyrimidine-2,4(1H,3H)-dione

生成物 1

HCID 131340586-amino-5-formyl-3-methyl-1-phenyl-2,4 (1H, 3H)-pyrimidinedione収率 75%

試薬・触媒・溶媒 1

HCID 962
Water
溶媒

実験手順

6-Amino-3-methyl-1-phenyl-2,4 (1H, 3H)-pyrimidinedione (5.00 g, 23 mmol) was suspended in dimethylformamide (77 mL). To the resultant suspension was added phosphorus oxychloride (2.57 mL, 27.6 mmol), and the resultant mixture was reacted at 60° C. for 3 h. The reaction mixture was diluted with water, and adjusted to ca. pH 12 with sodium hydroxide. The precipitates formed in the reaction mixture was filtered to give a crude product. The crude product was recrystallized from a mixture of ethanol, ethyl acetate and water to give an aldehyde, 6-amino-5-formyl-3-methyl-1-phenyl-2,4 (1H, 3H)-pyrimidinedione (yield 75%).

後処理

  1. customThe precipitates formed in the reaction mixture
  2. filtrationwas filtered
  3. customto give a crude product
  4. customThe crude product was recrystallized from a mixture of ethanol, ethyl acetate and water

出典と根拠

ORDレコード
ord-4beba64bf2244ce6b9ff5a9810fe865a
出典データセット
uspto-grants-1999_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05877318

反応ノート

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