N-bromobutanimide → 5-[5-bromo-4-(2-bromophenyl)-4H-1,2,4-triazol-3-yl]-2-phenylpyridine

HRID 1797113

反応式

HRID 1797113 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N:8]1[CH:12]=[N:11][N:10]=[C:9]1[C:13]1[CH:14]=[CH:15][C:16]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[N:17][CH:18]=1.C1C(=O)N([Br:32])C(=O)C1>C(Cl)(Cl)(Cl)Cl.C(O)(=O)C>[Br:32][C:12]1[N:8]([C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=2[Br:1])[C:9]([C:13]2[CH:14]=[CH:15][C:16]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)=[N:17][CH:18]=2)=[N:10][N:11]=1

参加物

5

反応物 2

HCID 67184N-bromobutanimideHCID 220192605-[4-(2-Bromophenyl)-4h-1,2,4-triazol-3-yl]-2-phenylpyridine

生成物 1

HCID 220192295-[5-bromo-4-(2-bromophenyl)-4H-1,2,4-triazol-3-yl]-2-phenylpyridine収率 69%

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 5943Carbon Tetrachloride溶媒

実験手順

5-[4-(2-Bromophenyl)-4H-1,2,4-triazol-3-yl]-2-phenylpyridine prepared in the Production Example 2 was dissolved in a mixture solvent of carbon tetrachloride (100 ml) and acetic acid (100 ml), followed by addition of n-bromosuccinimide (5.90 g), and refluxed under heating for 3 hours. After the reaction solution was cooled to ambient temperature, the solution was concentrated under reduced pressure. Saturated aqueous sodium hydrogen carbonate solution was added to the resulting residue, and extracted with chloroform. Subsequently, the organic layer was dried over anhydrous magnesium sulfate. After the solvent was evaporated under reduced pressure, the resulting residue was purified by silica gel column chromatography (eluent: n-hexane/ethyl acetate=3/1), to afford the entitled compound as yellow solid (6.96 g, 69%). The physico-chemical values are as follows.

後処理

  1. temperaturerefluxed
  2. temperatureunder heating for 3 hours
  3. concentrationthe solution was concentrated under reduced pressure
  4. additionSaturated aqueous sodium hydrogen carbonate solution was added to the resulting residue
  5. extractionextracted with chloroform
  6. dry with materialSubsequently, the organic layer was dried over anhydrous magnesium sulfate
  7. customAfter the solvent was evaporated under reduced pressure
  8. customthe resulting residue was purified by silica gel column chromatography (eluent: n-hexane/ethyl acetate=3/1)

出典と根拠

ORDレコード
ord-fdc856b9af5849d68a71d6ba1cb939de
出典データセット
uspto-grants-2006_04
特許番号
US07034047B2

関連ノート

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