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2,3-Diaminopyridine → 8-Amino-3-acetyl-2-methylimidazo[1,2-a]pyridine

HRID 1369590
ノート
印刷プレビュー

反応式

HRID 1369590 の反応式
[NH2:1][C:2]1[C:7]([NH2:8])=[CH:6][CH:5]=[CH:4][N:3]=1.Cl[CH2:10][C:11]([CH2:13][C:14](=O)[CH3:15])=[O:12]>C(O)C>[NH2:8][C:7]1[C:2]2[N:3]([C:13]([C:11](=[O:12])[CH3:10])=[C:14]([CH3:15])[N:1]=2)[CH:4]=[CH:5][CH:6]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 99562,3-DiaminopyridineHCID 144968561-Chloro-2,4-pentanedione

生成物 1

HCID 226726498-Amino-3-acetyl-2-methylimidazo[1,2-a]pyridine収率 15.7%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A mixture of 2,3-diaminopyridine (7 g, 64.1 mmol), 3-chloroacetylacetone (8.6 g, 64.1 mmol) in ethyl alcohol (80 ml) was refluxed for 9 hours. The solvent was removed under reduced pressure and the residue dissolved in methylene chloride. A sodium bicarbonate solution was added and the organic layer was separated. The aqueous layer was extracted twice with methylene chloride. The combined organic layer was dried and evaporated under reduced pressure. Chromatography of the residue on silica gel (methylene chloride:methanol, 100:5) gave a product which after recrystallisation from ethyl acetate gave 1.9 g (15%) of the title compound.

後処理

  1. temperaturewas refluxed for 9 hours
  2. customThe solvent was removed under reduced pressure
  3. dissolutionthe residue dissolved in methylene chloride
  4. additionA sodium bicarbonate solution was added
  5. customthe organic layer was separated
  6. extractionThe aqueous layer was extracted twice with methylene chloride
  7. customThe combined organic layer was dried
  8. customevaporated under reduced pressure
  9. customChromatography of the residue on silica gel (methylene chloride:methanol, 100:5) gave a product which
  10. customafter recrystallisation from ethyl acetate

出典と根拠

ORDレコード
ord-62a830e6968d496f98dd9d82bae208f6
出典データセット
uspto-grants-2003_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06579884B1

反応ノート

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