Cesium carbonate → HCID 22026619、化合物

HRID 1791086

反応式

HRID 1791086 の反応式
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]1[NH:8][CH:9]=[CH:10][N:11]=1.I[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.C([O-])([O-])=O.[Cs+].[Cs+]>CN(C=O)C.[Cu]>[C:13]1([N:11]2[CH:10]=[CH:9][N:8]=[C:7]2[C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][N:1]=2)[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

参加物

6

反応物 3

HCID 10796Cesium carbonateHCID 11575IodobenzeneHCID 5893132-(1H-imidazol-2-yl)pyridine

生成物 1

HCID 22026619HCID 22026619、化合物

試薬・触媒・溶媒 2

HCID 23978Copper触媒HCID 6228Dimethylformamide溶媒

実験手順

2-(2-pyridyl)imidazole (6.91 g), iodobenzene (11.47 g), Cs2CO3 (25 g), and copper powder (15 g) were mixed in 60 mL anhydrous DMF in a 250 mL round bottom flask equipped with a magnetic stirrer and a reflux condesner. The mixture is degassed with N2 for 15 minutes at room temperature and then refluxed under N2 in an oil bath for 24 hours. The resulting mixture was cooled to room temperature and suction-filtered to remove the solid byproduct. The filtrate was extracted with EtOAc (3×100 mL). The combined organic layer was washed with H2O (2×100 mL) and then with saturated NaCl (2×150 mL), and subsequently dried with anhydrous Na2SO4. Evaporation of the solvent gave crude 1-phenyl-2(2-pyridyl)imidazole. The crude product is generally pure enough to use in making redox mediators, although the crude product may be further purified using a silica gel column and eluting with MeOH/CHCl3.

後処理

  1. customequipped with a magnetic stirrer
  2. customThe mixture is degassed with N2 for 15 minutes at room temperature
  3. temperaturerefluxed under N2 in an oil bath for 24 hours
  4. filtrationsuction-filtered
  5. customto remove the solid byproduct
  6. extractionThe filtrate was extracted with EtOAc (3×100 mL)
  7. washThe combined organic layer was washed with H2O (2×100 mL)
  8. dry with materialwith saturated NaCl (2×150 mL), and subsequently dried with anhydrous Na2SO4
  9. customEvaporation of the solvent

出典と根拠

ORDレコード
ord-d4243873cd4a41a4b34b7ae55d858f59
出典データセット
uspto-grants-2006_07
特許番号
US07074308B2

関連ノート

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