Triethyl orthoacetate → 3-Methyl-6-phenyl[1,2,4]triazolo[4,3-a]pyrazine

HRID 1995062Notes

Reaction equation

HRID 1995062 reaction equation
[NH:1]([C:3]1[CH:8]=[N:7][C:6]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[CH:5][N:4]=1)[NH2:2].[C:15](OCC)(OCC)(OCC)[CH3:16]>>[C:9]1([C:6]2[N:7]=[CH:8][C:3]3[N:4]([C:15]([CH3:16])=[N:2][N:1]=3)[CH:5]=2)[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

Participants

3

Reactant 2

HCID 66221Triethyl orthoacetateHCID 131998672-Hydrazinyl-5-phenylpyrazine

Product 1

HCID 131998743-Methyl-6-phenyl[1,2,4]triazolo[4,3-a]pyrazine

Procedure

A solution of 0.5 g. (0.0027 mole) of 2-hydrazino-5-phenylpyrazine in 5.0 ml. of triethyl orthoacetate is heated under reflux for 5 hours. The crystalline product precipitates from the hot reaction solution, and at the end of the heating period the mixture is cooled and the product is collected. Recrystallization from ethanol gives 0.36 g. of the product of the example, m.p. 192°-195° C.

Workup

  1. temperatureunder reflux for 5 hours
  2. customThe crystalline product precipitates from the hot reaction solution
  3. temperatureat the end of the heating period the mixture is cooled
  4. customthe product is collected
  5. customRecrystallization from ethanol
  6. customgives 0.36 g

Sources & evidence

ORD record
ord-d0914a405b454da587388b08131ff14a
Source dataset
uspto-grants-1983_09
Patent number
US04402958

Reaction notes

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