Propionic anhydride → (E)-3-(2,3-dichloro-styryl)-5-ethyl-1,2,4-oxadiazole

HRID 22365

반응식

HRID 22365 반응식
[Cl:1][C:2]1[C:13]([Cl:14])=[CH:12][CH:11]=[CH:10][C:3]=1/[CH:4]=[CH:5]/[C:6](=[N:8][OH:9])[NH2:7].[C:15](OC(=O)CC)(=O)[CH2:16][CH3:17]>>[Cl:1][C:2]1[C:13]([Cl:14])=[CH:12][CH:11]=[CH:10][C:3]=1/[CH:4]=[CH:5]/[C:6]1[N:7]=[C:15]([CH2:16][CH3:17])[O:9][N:8]=1

참가 물질

3

반응물 2

HCID 31263Propionic anhydrideHCID 86748752(E)-2,3-dichlorocinnamamide oxime

생성물 1

HCID 21751478(E)-3-(2,3-dichloro-styryl)-5-ethyl-1,2,4-oxadiazole수율 58.2%

실험 절차

7.0 g (0.03 tool) of (E)-2,3-dichlorocinnamamide oxime are initially introduced into 7 ml of propionic 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. 4.7 g (58.2% of theory) of (E) -3- (2,3 -dichloro-styryl) -5-ethyl-1,2,4-oxadiazole are obtained.

후처리

  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

출처 및 근거

ORD 기록
ord-a5c6763878c1464587c4cf8a8d4436e0
출처 데이터셋
uspto-grants-1995_06
특허 번호
US05428049

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