4-Bromoanisole → 1-(4-methoxyphenyl)-1H-1,2,4-triazole

HRID 903934노트

반응식

HRID 903934 반응식
[NH:1]1[CH:5]=[N:4][CH:3]=[N:2]1.Br[C:7]1[CH:12]=[CH:11][C:10]([O:13][CH3:14])=[CH:9][CH:8]=1.C(=O)([O-])[O-].[K+].[K+]>[Cu]Cl.CN(C)C=O>[CH3:14][O:13][C:10]1[CH:11]=[CH:12][C:7]([N:1]2[CH:5]=[N:4][CH:3]=[N:2]2)=[CH:8][CH:9]=1

참가 물질

6

반응물 3

HCID 77304-BromoanisoleHCID 92571H-1,2,4-TriazoleHCID 11430Potassium Carbonate

생성물 1

HCID 110843901-(4-methoxyphenyl)-1H-1,2,4-triazole수율 44.5%

시약·촉매·용매 2

HCID 62652Cuprous chloride촉매HCID 6228Dimethylformamide용매

실험 절차

A mixture of 13.8 parts of 1H-1,2,4-triazole, 18.7 parts of 1-bromo-4-methoxybenzene, 5 parts of potassium carbonate, 0.5 parts of copper (I) chloride and 90 parts of N,N-dimethylformamide is stirred and refluxed for 2 days. The reaction mixture is cooled and poured onto water. The product is extracted twice with benzene. The combined extracts are washed with water dried, filtered and evaporated. The residue is purified by column-chromatography over silica gel using trichloromethane as eluent. The pure fractions are collected and the eluent is evaporated. The residue is triturated in 2,2'-oxybispropane. The product is filtered off and dried, yielding 7.8 parts (44.5%) of 1-(4-methoxyphenyl)-1H-1,2,4-triazole; mp. 99.4° C.

후처리

  1. temperaturerefluxed for 2 days
  2. temperatureThe reaction mixture is cooled
  3. additionpoured onto water
  4. extractionThe product is extracted twice with benzene
  5. washThe combined extracts are washed with water
  6. customdried
  7. filtrationfiltered
  8. customevaporated
  9. customThe residue is purified by column-chromatography over silica gel
  10. customThe pure fractions are collected
  11. customthe eluent is evaporated
  12. customThe residue is triturated in 2,2'-oxybispropane
  13. filtrationThe product is filtered off
  14. customdried

출처 및 근거

ORD 기록
ord-ee3bf0f9a1014ed99aacc965ea93b128
출처 데이터셋
uspto-grants-1980_10
특허 번호
US04229460

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