Trifluoroacetic anhydride → 3-[5-(3,4-Dimethoxy-5-nitro-phenyl)-[1,3,4]oxadiazol-2-yl]-2-trifluoromethyl-pyridine 1-oxide

HRID 1401288노트

반응식

HRID 1401288 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:14]2[O:18][C:17]([C:19]3[C:20]([C:25]([F:28])([F:27])[F:26])=[N:21][CH:22]=[CH:23][CH:24]=3)=[N:16][N:15]=2)[CH:6]=[C:7]([N+:11]([O-:13])=[O:12])[C:8]=1[O:9][CH3:10].FC(F)(F)C(OC(=O)C(F)(F)F)=[O:32]>ClCCl>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:14]2[O:18][C:17]([C:19]3[C:20]([C:25]([F:28])([F:27])[F:26])=[N+:21]([O-:32])[CH:22]=[CH:23][CH:24]=3)=[N:16][N:15]=2)[CH:6]=[C:7]([N+:11]([O-:13])=[O:12])[C:8]=1[O:9][CH3:10]

참가 물질

4

반응물 2

HCID 9845Trifluoroacetic anhydrideHCID 670370412-(3,4-Dimethoxy-5-nitrophenyl)-5-(2-(trifluoromethyl)pyridin-3-yl)-1,3,4-oxadiazole

생성물 1

HCID 670369683-[5-(3,4-Dimethoxy-5-nitro-phenyl)-[1,3,4]oxadiazol-2-yl]-2-trifluoromethyl-pyridine 1-oxide

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a stirred solution of 3-[5-(3,4-dimethoxy-5-nitro-phenyl)-[1,3,4]oxadiazol-2-yl]-2-trifluoromethyl-pyridine (0.45 g, 1.13 mmol) in dichloromethane (10 mL)) cooled in an ice-water bath was added urea hydrogen peroxide complex (0.23 g, 2.45 mmol) in one portion followed by trifluoroacetic anhydride (0.47 g, 2.24 mmol) dropwise. The resulting mixture was allowed to stir at room temperature overnight and then the insoluble material was filtered off. The filtrate was washed with water and brine, then dried over anhydrous sodium sulphate, filtered and evaporated to leave an off-white solid. Recrystallisation from ethanol afforded 3-[5-(3,4-dimethoxy-5-nitro-phenyl)-[1,3,4]oxadiazol-2-yl]-2-trifluoromethyl-pyridine 1-oxide, 0.39 g (83%).

후처리

  1. additionwas added urea hydrogen peroxide complex (0.23 g, 2.45 mmol) in one portion
  2. filtrationthe insoluble material was filtered off
  3. washThe filtrate was washed with water and brine
  4. dry with materialdried over anhydrous sodium sulphate
  5. filtrationfiltered
  6. customevaporated
  7. customto leave an off-white solid
  8. customRecrystallisation from ethanol

출처 및 근거

ORD 기록
ord-44bcdb8a7329466296a0272da41692c6
출처 데이터셋
uspto-grants-2014_12
특허 번호
US08907099B2

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