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

HRID 1401288ノート

反応式

HRID 1401288 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-44bcdb8a7329466296a0272da41692c6
出典データセット
uspto-grants-2014_12
特許番号
US08907099B2

反応ノート

読み込み中…