Hydrochloric Acid → 6-Methyltetrazolo[1,5-a]quinoxaline

HRID 1288324Notes

Reaction equation

HRID 1288324 reaction equation
Cl[C:2]1[CH:11]=[N:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][C:8]=2[CH3:12])[N:3]=1.Cl.[N-:14]=[N+:15]=[N-:16].[Na+]>C(O)C>[CH3:12][C:8]1[CH:7]=[CH:6][CH:5]=[C:4]2[C:9]=1[N:10]=[CH:11][C:2]1[N:3]2[N:14]=[N:15][N:16]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 33557Sodium AzideHCID 126864052-Chloro-5-methylquinoxaline

Product 1

HCID 215049236-Methyltetrazolo[1,5-a]quinoxalineYield 91%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution was made of 0.5 g. of 2-chloro-5-methylquinoxaline, 10 ml. of 0.1N HCl and 0.6 g. of sodium azide in 35 ml. of denatured ethanol. The reaction mixture was stirred for 6 hours at reflux temperature. When the mixture was allowed to cool, the product, 6-methyltetrazolo[1,5-a]quinoxaline, crystallized in 91 percent yield and was separated by filtration. The product had a melting point of 160°-62° C., and was identified by nuclear magnetic resonance analysis and elemental microanalysis, the results of which were as follows.

Workup

  1. temperatureat reflux temperature
  2. temperatureto cool
  3. customthe product, 6-methyltetrazolo[1,5-a]quinoxaline, crystallized in 91 percent yield
  4. customwas separated by filtration
  5. customthe results of which

Sources & evidence

ORD record
ord-9c62f48b8a074c5888d922d0305c3012
Source dataset
uspto-grants-1976_10
Patent number
US03987196

Reaction notes

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