Sodium Acetate → 7-(2-Chlorophenyl)[1,2,4]triazolo[4,3-b][1,2,4]triazine

HRID 237089Notes

Reaction equation

HRID 237089 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]([CH:10]=O)=O.[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>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[CH:10]=[N:18][N:17]2[CH:16]=[N:15][N:14]=[C:13]2[N:12]=1

Participants

5

Reactant 3

HCID 517045Sodium AcetateHCID 5671443,4-Diamino-1,2,4-triazoleHCID 124638862-Chlorophenylglyoxal

Product 1

HCID 30545047-(2-Chlorophenyl)[1,2,4]triazolo[4,3-b][1,2,4]triazine

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A solution of 14 g. of o-chlorophenylglyoxal, 10.6 g. of 3,4-diamino-4H-1,2,4-triazole and 6.3 g. of sodium acetate in 180 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 then allowed to stand at room temperature for several days, producing the desired product as a cream colored solid, m.p. 162°-165° C.

Workup

  1. filtrationfiltered through celite
  2. temperatureThe filtrate is heated for an additional hour
  3. waitto stand at room temperature for several days

Sources & evidence

ORD record
ord-d3540f074033467aab8879e2104eebcf
Source dataset
uspto-grants-1979_06
Patent number
US04159375

Reaction notes

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