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

HRID 237085

Reaction equation

HRID 237085 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([CH:10]=O)=O)=[CH:4][CH:3]=1.Cl.[NH2:13][C:14]1[N:18]([NH2:19])[C:17]([CH3:20])=[N:16][N:15]=1.[OH-].[Na+].C(O)(=O)C>O>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:10]=[N:19][N:18]3[C:17]([CH3:20])=[N:16][N:15]=[C:14]3[N:13]=2)=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 14798Sodium HydroxideHCID 269588(4-Chlorophenyl)(oxo)acetaldehydeHCID 13001264HCID 13001264, compound

Product 1

HCID 30545021,2,4-Triazolo(4,3-b)(1,2,4)triazine, 7-(4-chlorophenyl)-3-methyl-

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 7.8 g. of p-chlorophenylglyoxal, 6.3 g. of 3,4-diamino-5-methyl-4H-1,2,4-triazole hydrochloride and 1.7 g. of sodium hydroxide 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 yellow crystals separate. These crystals are collected by filtration and washed with hot ethanol, giving the desired product as a yellow solid, m.p. 240° C. (dec.).

Workup

  1. temperatureheating
  2. customseparate
  3. filtrationThese crystals are collected by filtration
  4. washwashed with hot ethanol

Sources & evidence

ORD record
ord-e94de952614a40818e42d0c135ba6772
Source dataset
uspto-grants-1979_06
Patent number
US04159375

Linked notes

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