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Pivaloyl chloride → 5-(t-Butyl)-3-(5,6-dichloro-3-pyridinyl)-1,2,4-oxadiazole

HRID 368281
ノート
印刷プレビュー

反応式

HRID 368281 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([C:9](=[NH:12])[NH:10][OH:11])[CH:5]=[N:6][C:7]=1[Cl:8].[CH3:13][C:14]([CH3:19])([CH3:18])[C:15](Cl)=O>C1(C)C=CC=CC=1>[C:14]([C:19]1[O:11][N:10]=[C:9]([C:4]2[CH:5]=[N:6][C:7]([Cl:8])=[C:2]([Cl:1])[CH:3]=2)[N:12]=1)([CH3:18])([CH3:15])[CH3:13]
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 62493Pivaloyl chlorideHCID 178513387HCID 178513387、化合物

生成物 1

HCID 232882825-(t-Butyl)-3-(5,6-dichloro-3-pyridinyl)-1,2,4-oxadiazole収率 68%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

5,6-Dichloro-N-hydroxy-3-pyridinecarboximidamide (3.0 g, 0.015 mol) was slurried in toluene (30 mL) and trimethylacetyl chloride (1.93 g, 0.016 mol) added. The mixture was stirred at room temperature for one hour and then heated under reflux conditions for four hours. This was then cooled and filtered through Celite, washing with additional toluene (20 mL). Evaporation of the solvent under reduced pressure and purification of the residue by chromatography over silica (0-10% ethyl acetate:hexane) gave the desired product as a white solid (2.77 g, 68%).

後処理

  1. temperatureheated under reflux conditions for four hours
  2. temperatureThis was then cooled
  3. filtrationfiltered through Celite
  4. washwashing with additional toluene (20 mL)
  5. customEvaporation of the solvent
  6. customunder reduced pressure and purification of the residue by chromatography over silica (0-10% ethyl acetate:hexane)

出典と根拠

ORDレコード
ord-c0773ffbf30d4005851044f0297e85dc
出典データセット
uspto-grants-2000_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06133294

反応ノート

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