Perchloric Acid → Methyl phenyl-1,3,4-oxadiazole

HRID 1723037노트

반응식

HRID 1723037 반응식
Cl(O)(=O)(=O)=O.[C:6]([NH:9][NH:10][C:11](=[O:18])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)(=O)[CH3:7]>C(OC(=O)C)(=O)C>[CH3:7][C:6]1[O:18][C:11]([C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=2)=[N:10][N:9]=1

참가 물질

4

반응물 2

HCID 24247Perchloric AcidHCID 256983Benzoic acid, 2-acetylhydrazide

생성물 1

HCID 138101Methyl phenyl-1,3,4-oxadiazole수율 32.3%

시약·촉매·용매 1

HCID 7918Acetic Anhydride용매

실험 절차

60% Perchloric acid (12 ml) was added to a stirred suspension of 1-acetyl-2-benzoyl hydrazine (31 g, 0.174 mole) in acetic anhydride (150 ml) over 45 minutes at 5°±5° C. The solution was brought to ambient temperature over 1 hour, then filtered. The precipitate was dissolved in water (200 ml), solid sodium carbonate added to pH 9 and the product extracted with ethyl acetate. The extract was washed with water, dried over MgSO4 and concentrated to an oil. Chromatography gave 2-methyl-5-phenyl-1,3,4-oxadiazole as a gum (9 g, 30%). This was reacted with ethanolamine following the procedure of Preparation (a) above to give the title compound as an oil (5 g).

후처리

  1. filtrationfiltered
  2. dissolutionThe precipitate was dissolved in water (200 ml)
  3. additionsolid sodium carbonate added to pH 9
  4. extractionthe product extracted with ethyl acetate
  5. washThe extract was washed with water
  6. dry with materialdried over MgSO4
  7. concentrationconcentrated to an oil

출처 및 근거

ORD 기록
ord-195099c2eeaf498e9aebcb1597e29488
출처 데이터셋
uspto-grants-1989_08
특허 번호
US04859686

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