Acetic Acid → 1,2,4-Triazolo(4,3-b)(1,2,4)triazine, 7-(4-methoxyphenyl)-

HRID 237086Notes

Reaction equation

HRID 237086 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]([CH:11]=O)=O)=[CH:5][CH:4]=1.[NH2:13][C:14]1[N:18]([NH2:19])[CH:17]=[N:16][N:15]=1.C([O-])(=O)C.[Na+].C(O)(=O)C>O>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:11]=[N:19][N:18]3[CH:17]=[N:16][N:15]=[C:14]3[N:13]=2)=[CH:5][CH:4]=1

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 70643(4-Methoxyphenyl)glyoxalHCID 517045Sodium AcetateHCID 5671443,4-Diamino-1,2,4-triazole

Product 1

HCID 30545031,2,4-Triazolo(4,3-b)(1,2,4)triazine, 7-(4-methoxyphenyl)-

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 9.1 g. of p-methoxyphenylglyoxal, 6.7 g. of 3,4-diamino-4H-1,2,4-triazole and 4.1 g. of sodium acetate in 90 ml. of 67% acetic acid is heated on a steam bath for 1/2 hour. Water is added and heating is continued until crystals separate. The mixture is cooled and filtered. The precipitate is washed with water, ethanol and then hexane giving the desired product as yellow plates, m.p. 282.5°-284.5° C.

Workup

  1. temperatureheating
  2. customseparate
  3. temperatureThe mixture is cooled
  4. filtrationfiltered
  5. washThe precipitate is washed with water, ethanol

Sources & evidence

ORD record
ord-3ee8d8310eaf43c7b4bc3e932185a9a1
Source dataset
uspto-grants-1979_06
Patent number
US04159375

Reaction notes

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