(4-Fluorophenyl)glyoxal → 7-(4-Fluorophenyl)[1,2,4]triazolo[4,3-b][1,2,4]triazine

HRID 237087Notes

Reaction equation

HRID 237087 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([CH:10]=O)=O)=[CH:4][CH:3]=1.[NH2:12][C:13]1[N:17]([NH2:18])[CH:16]=[N:15][N:14]=1.C([O-])(=O)C.[Na+]>C(O)(=O)C>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:10]=[N:18][N:17]3[CH:16]=[N:15][N:14]=[C:13]3[N:12]=2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 101249(4-Fluorophenyl)glyoxalHCID 517045Sodium AcetateHCID 5671443,4-Diamino-1,2,4-triazole

Product 1

HCID 53051687-(4-Fluorophenyl)[1,2,4]triazolo[4,3-b][1,2,4]triazine

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A solution of 11.9 g. of p-fluorophenylglyoxal, 9.5 g. of 3,4-diamino-4H-1,2,4-triazole and 5.74 g. of sodium acetate in 120 ml. of 67% acetic acid is heated on a steam bath and then filtered through celite. The filtrate is heated for an additional hour and the resulting solid is collected by filtration giving the desired product as cream-colored plates, m.p. >300° C.

Workup

  1. filtrationfiltered through celite
  2. temperatureThe filtrate is heated for an additional hour
  3. filtrationthe resulting solid is collected by filtration

Sources & evidence

ORD record
ord-44f42588d8f246b89d2f74bcb160c60a
Source dataset
uspto-grants-1979_06
Patent number
US04159375

Reaction notes

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