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

HRID 1988701Notes

Reaction equation

HRID 1988701 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-75e3626075b5495ebdae9c72b3328d4f
Source dataset
uspto-grants-2010_01
Patent number
US07642267B2

Reaction notes

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