Bromine → 3-bromo-5-phenyl-1H-1,2,4-triazole

HRID 336372Notes

Reaction equation

HRID 336372 reaction equation
[Br:1]Br.[C:3]1([C:9]2[N:10]=[C:11](N)[NH:12][N:13]=2)[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.N([O-])=O.[Na+].C(OC([O-])=O)([O-])=O.[Na+].[Na+]>>[Br:1][C:11]1[NH:12][N:13]=[C:9]([C:3]2[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=2)[N:10]=1

Participants

5

Reactant 4

HCID 24408BromineHCID 22718997Sodium dicarbonateHCID 23668193Sodium NitriteHCID 178508287HCID 178508287, compound

Product 1

HCID 122170703-bromo-5-phenyl-1H-1,2,4-triazole

Procedure

115 mL bromine hydro acid was added to 9.5 g 5-phenyl-2H-(1,2,4)triazol-3-ylamine and 12.3 g sodiumnitrite at −5° C. The reaction was warmed to RT and refluxed for 20 min. Then the mixture was cooled and basicfied with sodiumdicarbonate and extracted with ethyl acetate. The organic layer was dried and evaporated to give 11 g of the desired product.

Workup

  1. temperaturerefluxed for 20 min
  2. temperatureThen the mixture was cooled
  3. extractionextracted with ethyl acetate
  4. customThe organic layer was dried
  5. customevaporated

Sources & evidence

ORD record
ord-0ee378b3aed3446191567dfd94903b9d
Source dataset
uspto-grants-2014_11
Patent number
US08889677B2

Reaction notes

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