1,3,5-Triazine → HCID 22379934, compound

HRID 895518Notes

Reaction equation

HRID 895518 reaction equation
[N:1]1[CH:6]=[N:5][CH:4]=[N:3][CH:2]=1.Cl.[F:8][C:9]1[CH:10]=C(NN)[CH:12]=[CH:13][CH:14]=1>C(O)C>[F:8][C:9]1[CH:10]=[C:2]([N:1]2[CH:6]=[N:5][CH:4]=[N:3]2)[CH:12]=[CH:13][CH:14]=1

Participants

4

Reactant 2

HCID 92621,3,5-TriazineHCID 27239143-Fluorophenylhydrazine hydrochloride

Product 1

HCID 22379934HCID 22379934, compoundYield 89.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 1,3,5-triazine (1 g, 12.3 mmol) and 3-Fluorophenylhydrazine hydrochloride (2 g, 12.3 mmol) in ethanol (20 mL) is heated at reflux overnight. After concentrating, ethyl acetate is added, the mixture is washed with aqueous bicarbonate followed by saturated aqueous sodium chloride, dried (MgSO4), and concentrated to give 1.8 g of crude 1-(3-Fluorophenyl)-1,2,4-triazole. 1H NMR (CDCl3): δ 8.57 (s, 1H), 8.12 (s, 1H), 7.46-7.51 (m, 3H), 7.08-7.15 (m, 1H). LCMS 164.1 (MH+).

Workup

  1. temperatureis heated
  2. temperatureat reflux overnight
  3. concentrationAfter concentrating
  4. additionethyl acetate is added
  5. washthe mixture is washed with aqueous bicarbonate
  6. dry with materialdried (MgSO4)
  7. concentrationconcentrated

Sources & evidence

ORD record
ord-77e2baa57e6c4785a0c95bfaedb07c60
Source dataset
uspto-grants-2005_07
Patent number
US06916819B2

Reaction notes

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