Ethyl orthoformate → 4-Chloro[1,2,4]triazolo[4,3-a]quinoxaline

HRID 436366

Reaction equation

HRID 436366 reaction equation
[Cl:1][C:2]1[C:11]([NH:12][NH2:13])=[N:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.[CH2:14](OC(OCC)OCC)C>>[Cl:1][C:2]1[C:11]2[N:10]([CH:14]=[N:13][N:12]=2)[C:9]2[C:4]([N:3]=1)=[CH:5][CH:6]=[CH:7][CH:8]=2

Participants

3

Reactant 2

HCID 31214Ethyl orthoformateHCID 36588202-Chloro-3-hydrazinoquinoxaline

Product 1

HCID 11261184-Chloro[1,2,4]triazolo[4,3-a]quinoxaline

Procedure

A 10 g. portion of 2-chloro-3-hydrazinoquinoxaline was added to 200 ml. of triethylorthoformate and the mixture was rapidly heated to reflux temperature. After 1 hour of heating, with constant stirring, the reaction mixture was cooled and 10.6 g. of product was collected by filtration. The product was identified as 4-chloro-s-triazolo[ 4,3-a]-quinoxaline, m.p. 285°-86° C., by nuclear magnetic resonance analysis and by elemental microanalysis, the results of which follow.

Workup

  1. temperatureto reflux temperature
  2. temperatureAfter 1 hour of heating, with constant stirring
  3. temperaturethe reaction mixture was cooled
  4. filtrationof product was collected by filtration
  5. customthe results of which

Sources & evidence

ORD record
ord-92696d79490e43fd9079b21c0d54ed75
Source dataset
uspto-grants-1977_02
Patent number
US04008322

Linked notes

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