1,4-Dioxane → 2-Pyridinecarboxaldehyde, 3-[(4,6-dimethoxy-2-pyrimidinyl)oxy]-

HRID 653994ノート

反応式

HRID 653994 の反応式
O1CCOCC1.C([O:9][CH:10](OCC)[C:11]1[C:16]([O:17][C:18]2[N:23]=[C:22]([O:24][CH3:25])[CH:21]=[C:20]([O:26][CH3:27])[N:19]=2)=[CH:15][CH:14]=[CH:13][N:12]=1)C.ONS(C1C=CC=CC=1)(=O)=O>O>[CH3:25][O:24][C:22]1[CH:21]=[C:20]([O:26][CH3:27])[N:19]=[C:18]([O:17][C:16]2[C:11]([CH:10]=[O:9])=[N:12][CH:13]=[CH:14][CH:15]=2)[N:23]=1

参加物

5

反応物 3

HCID 312751,4-DioxaneHCID 69033N-HydroxybenzenesulfonamideHCID 150028593-(4,6-Dimethoxy-2-pyrimidinyloxy)-2-pyridinecarboxaldehyde diethylacetal

生成物 1

HCID 44155452-Pyridinecarboxaldehyde, 3-[(4,6-dimethoxy-2-pyrimidinyl)oxy]-収率 170.6%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
82.5 °C

実験手順

To a mixture consisting of 400 ml of dioxane and 400 ml of water, 42.6 g of 3-(4,6-dimethoxy-2-pyrimidinyloxy)-2-pyridinecarboxaldehyde diethylacetal and 22 g of N-hydroxybenzenesulfonamide were added under stirring. The reaction mixture was heated at 80-85° C. for 1 hour so that the reaction was brought to completion. Low-boiling substances were then distilled completion. Low-boiling substances were then distilled out under reduced pressure. The residue was added and extracted with 300 ml of saline and 300 ml of ethyl acetate. The organic layer was dried over sodium sulfate and then concentrated under reduced pressure, whereby 56.6 g of an oily residue was obtained. The residue was purified by chromatography on a silica gel column (n-hexane/ethyl acetate=1:1) so that 19.2 g of 4,6-dimethoxy-2-(2-formyl-3-pyridyloxy)pyrimidine were obtained (yield: 54%).

後処理

  1. additionwere added
  2. distillationwere then distilled completion
  3. distillationwere then distilled out under reduced pressure
  4. additionThe residue was added
  5. extractionextracted with 300 ml of saline and 300 ml of ethyl acetate
  6. dry with materialThe organic layer was dried over sodium sulfate
  7. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-2dafbab6eee249429672d74bb0b7d32d
出典データセット
uspto-grants-1992_07
特許番号
US05129937

反応ノート

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