Hydrochloric Acid → 9-Methyltetrazolo[1,5-a]quinoxaline

HRID 1288325Notes

Reaction equation

HRID 1288325 reaction equation
Cl[C:2]1[CH:3]=[N:4][C:5]2[C:10]([N:11]=1)=[C:9]([CH3:12])[CH:8]=[CH:7][CH:6]=2.[N-:13]=[N+:14]=[N-:15].[Na+].Cl>C(O)C>[CH3:12][C:9]1[CH:8]=[CH:7][CH:6]=[C:5]2[C:10]=1[N:11]1[N:13]=[N:14][N:15]=[C:2]1[CH:3]=[N:4]2

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 33557Sodium AzideHCID 21504921HCID 21504921, compound

Product 1

HCID 215048979-Methyltetrazolo[1,5-a]quinoxaline

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The crude 3-chloro-5-methylquinoxaline obtained in the step above was stirred for 3 hours at reflux temperature in 75 ml. of ethanol containing 1.8 g. of sodium azide and 20 ml. of 1N HCl. When the reaction mixture was cooled, the product precipitated as needles. Recrystallization of the product from ethanol produced highly purified 9-methyltetrazolo[1,5-a]quinoxaline, m.p. 166°-68° C. The product was identified by NMR analysis and by elemental microanalysis.______________________________________ Theoretical FoundC 58.37% 58.11%H 3.81 3.98N 37.82 37.60______________________________________

Workup

  1. temperatureat reflux temperature in 75 ml
  2. temperatureWhen the reaction mixture was cooled
  3. customthe product precipitated as needles
  4. customRecrystallization of the product from ethanol

Sources & evidence

ORD record
ord-a6bd63ae652744e8b570c1052848e750
Source dataset
uspto-grants-1976_10
Patent number
US03987196

Reaction notes

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