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

HRID 1797113

반응식

HRID 1797113 반응식
[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

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 176Acetic Acid용매HCID 5943Carbon Tetrachloride용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-fdc856b9af5849d68a71d6ba1cb939de
출처 데이터셋
uspto-grants-2006_04
특허 번호
US07034047B2

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