3-ethyl-5-(4-methoxyphenyl)-4-phenyl-4H-1,2,4-triazole → 4-(3-ethyl-4-phenyl-4H-1,2,4-triazol-5-yl)-phenol

HRID 4602

Reaction equation

HRID 4602 reaction equation
[CH2:1]([C:3]1[N:7]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[C:6]([C:14]2[CH:19]=[CH:18][C:17]([O:20]C)=[CH:16][CH:15]=2)=[N:5][N:4]=1)[CH3:2]>Br>[CH2:1]([C:3]1[N:7]([C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=2)[C:6]([C:14]2[CH:15]=[CH:16][C:17]([OH:20])=[CH:18][CH:19]=2)=[N:5][N:4]=1)[CH3:2]

Participants

3

Procedure

A solution of 3.86 g of 3-ethyl-5-(4-methoxyphenyl)-4-phenyl-4H-1,2,4-triazole and 20 ml of a hydrobromic acid solution at 48% was refluxed with stirring for one hour and the mixture was evaporated to dryness under reduced pressure. The residue was dissolved in 20 ml of hot water and ammonium hydroxide was added until the pH was alkaline. The mixture was stood overnight with stirring and was vacuum. The product was washed with water and dried at 90° C. under reduced pressure. The 3.65 g of product were crystallized from methanol and the mixture was iced and vacuum filtered. The crystals were washed by empasting with methanol and were dried at 90° C. under reduced pressure to obtain 3.245 g of 4-(3-ethyl-4-phenyl-4H-1,2,4-triazol-5-yl)-phenol melting at 275° C.

Workup

  1. customthe mixture was evaporated to dryness under reduced pressure
  2. dissolutionThe residue was dissolved in 20 ml of hot water
  3. additionammonium hydroxide was added until the pH
  4. waitThe mixture was stood overnight
  5. stirringwith stirring
  6. washThe product was washed with water
  7. customdried at 90° C. under reduced pressure
  8. customThe 3.65 g of product were crystallized from methanol
  9. filtrationvacuum filtered
  10. washThe crystals were washed
  11. customwere dried at 90° C. under reduced pressure

Sources & evidence

ORD record
ord-5e1d0bd51fd34a7eb7ec41264e86a366
Source dataset
uspto-grants-1988_02
Patent number
US04727084

Linked notes

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