Sodium Azide → 9-Methyltetrazolo[1,5-a]quinoxaline

HRID 1576011Notes

Reaction equation

HRID 1576011 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+]>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

4

Reactant 2

HCID 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 elemental microanalysis.

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-5c83a31fcb3f432dab99a957639fcced
Source dataset
uspto-grants-1976_09
Patent number
US03979387

Reaction notes

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