Acetic Anhydride → (E)-3-(3-chloro-2-fluoro-styryl)-5-methyl-1,2,4-oxadiazole

HRID 22364ノート

反応式

HRID 22364 の反応式
[Cl:1][C:2]1[C:3]([F:14])=[C:4]([CH:11]=[CH:12][CH:13]=1)/[CH:5]=[CH:6]/[C:7](=[N:9][OH:10])[NH2:8].[C:15](OC(=O)C)(=O)[CH3:16]>>[Cl:1][C:2]1[C:3]([F:14])=[C:4]([CH:11]=[CH:12][CH:13]=1)/[CH:5]=[CH:6]/[C:7]1[N:8]=[C:15]([CH3:16])[O:10][N:9]=1

参加物

3

反応物 2

HCID 7918Acetic AnhydrideHCID 86748305(E)-3-chloro-2-fluoro-cinnamamide oxime

生成物 1

HCID 23364564(E)-3-(3-chloro-2-fluoro-styryl)-5-methyl-1,2,4-oxadiazole収率 75.6%

実験手順

6.4 g (0.03 mol) of (E)-3-chloro-2-fluoro-cinnamamide oxime are initially introduced into 50 ml of acetic anhydride and the mixture is then stirred at reflux temperature for 2 hours. Subsequently, the whole batch is concentrated in vacuo and the residue is stirred with sodium carbonate solution and extracted with methylene chloride. The organic phase is dried over sodium sulphate and the solvent is distilled off. 5.1 g (75.6% of theory) of (E)-3-(3-chloro-2-fluoro-styryl)-5-methyl-l,2,4-oxadiazole are obtained.

後処理

  1. temperatureat reflux temperature for 2 hours
  2. concentrationSubsequently, the whole batch is concentrated in vacuo
  3. stirringthe residue is stirred with sodium carbonate solution
  4. extractionextracted with methylene chloride
  5. dry with materialThe organic phase is dried over sodium sulphate
  6. distillationthe solvent is distilled off

出典と根拠

ORDレコード
ord-766b336206b54253b75934c0d224bd11
出典データセット
uspto-grants-1995_06
特許番号
US05428049

反応ノート

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