Triethyl orthoacetate → 3-Methyl-8-phenyl[1,2,4]triazolo[4,3-a]pyrazine

HRID 1995064Notes

Reaction equation

HRID 1995064 reaction equation
[NH:1]([C:3]1[C:8]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[N:7][CH:6]=[CH:5][N:4]=1)[NH2:2].[C:15](OCC)(OCC)(OCC)[CH3:16]>>[C:9]1([C:8]2[C:3]3[N:4]([C:15]([CH3:16])=[N:2][N:1]=3)[CH:5]=[CH:6][N:7]=2)[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

Participants

3

Reactant 2

HCID 66221Triethyl orthoacetateHCID 13199871HCID 13199871, compound

Product 1

HCID 131998813-Methyl-8-phenyl[1,2,4]triazolo[4,3-a]pyrazine

Procedure

A solution of 0.78 g. of 2-hydrazino-3-phenylpyrazine in 6.0 ml. of triethyl orthoacetate is heated under reflux for one hour. The reaction mixture is cooled in an ice bath and the precipitated solid is collected by filtration. The solid is recrystallized from ethanol to give 0.49 g. of the desired product as tan crystals, m.p. 178°-180° C.

Workup

  1. temperatureunder reflux for one hour
  2. temperatureThe reaction mixture is cooled in an ice bath
  3. filtrationthe precipitated solid is collected by filtration
  4. customThe solid is recrystallized from ethanol
  5. customto give 0.49 g

Sources & evidence

ORD record
ord-dbc616dc1a104fdfa0388ff0b31f4bbe
Source dataset
uspto-grants-1983_09
Patent number
US04402958

Reaction notes

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