反応式
[F:1][C:2]([F:25])([C:7]1[CH:12]=[CH:11][C:10](N2C=NC(C3C=CC(C)=CC=3)=N2)=[CH:9][CH:8]=1)[C:3]([F:6])([F:5])[F:4].[F:26][C:27](I)([F:32])[C:28]([F:31])([F:30])[F:29].[Br:34][C:35]1[CH:40]=[CH:39][C:38]([I:41])=[CH:37][CH:36]=1>[Cu].CS(C)=O>[Br:34][C:10]1[CH:11]=[CH:12][C:7]([C:2]([F:25])([F:1])[C:3]([F:6])([F:5])[F:4])=[CH:8][CH:9]=1.[I:41][C:38]1[CH:39]=[CH:40][C:35]([C:27]([F:32])([F:26])[C:28]([F:31])([F:30])[F:29])=[CH:36][CH:37]=1参加物
実験手順
1-(4-Pentafluoroethyl-phenyl)-3-p-tolyl-1H-[1,2,4]triazole. Pentafluoroethyl iodide (521 mg, 2.12 mmol) was condensed into a vial containing 1-bromo-4-iodobenzene (300 mg, 1.06 mmol), copper(0) powder (135 mg, 2.12 mmol), and DMSO (5 mL). The vial was then sealed and subjected to microwave irradiation at 150° C. for 60 min. GC-MS proved consumption of the starting material yielding both 1-bromo-4-pentafluoroethylbenzene and 1-iodo-4-pentafluoroethylbenzene intermediates. The mixture (1.06 mmol) was transferred to a 250 mL round bottom flask and 3-p-tolyl-1H-[1,2,4]triazole (169 mg, 1.06 mmol), Cs2CO3 (1.38 g, 4.24 mmol), CuI (202 mg, 1.06 mmol), 8-hydroxyquinoline (2 mg, 0.011 mmol), and DMF/H2O (12 mL; 10:1 solution) were added. The solution was stirred at reflux at 160° C. for 6 h. Upon completion, the cooled contents were poured into H2O and precipitation was allowed for 1 h. The precipitate was collected by vacuum filtration and dried overnight in a 45° C. vacuum oven. The crude 1-(4-pentafluoroethylphenyl)-3-p-tolyl-1H-[1,2,4]triazole intermediate was used in step 2 without further purification.
後処理
- customcondensed into
- customThe vial was then sealed
- customirradiation at 150° C. for 60 min
- customconsumption of the starting material
出典と根拠
- ORDレコード
- ord-6fc0d1e3f4b745febc4277485952c9ef
- 出典データセット
- uspto-grants-2014_03
- 特許番号
- US08674109B2
関連ノート
読み込み中…