Sodium Azide → HCID 178514481, compound

HRID 1793280Notes

Reaction equation

HRID 1793280 reaction equation
Cl.[NH2:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[N:9]=[C:8]([OH:13])[C:7]([OH:14])=[N:6]2.N([O-])=O.[Na+].[N-:19]=[N+:20]=[N-].[Na+]>OS(O)(=O)=O.O>[N:2]([C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[N:9]=[C:8]([OH:13])[C:7]([OH:14])=[N:6]2)=[N+:19]=[N-:20]

Participants

6

Reactant 3

HCID 33557Sodium AzideHCID 23668193Sodium NitriteHCID 178479025HCID 178479025, compound

Product 1

HCID 178514481HCID 178514481, compoundYield 67%

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 1118Sulfuric AcidSolvent

Conditions

Temperature
0 °C

Procedure

A solution of 5 g (23.5 mmol) 6-amino-2,3-dihydroxyquinoxaline hydrochloride in 250 ml 0.5 N H2SO4 is cooled to 0° C. and then a solution of 1.65 g (24 mmol) NaNO2 in 50 ml water is added. After stirring at 0° C. for 15 min., a solution of 1.5 g (24 mmol) NaN3 in 100 ml water is added. Stirring at 0° C. for 45 min. gives a precipitate of 3 g (67%) 6-azido-2,3-dihydroxyquinoxaline. IR: a peak at 2220 cm−1.

Workup

  1. stirringStirring at 0° C. for 45 min.

Sources & evidence

ORD record
ord-02e7e21623fd4748b28d74da50786052
Source dataset
uspto-grants-2006_07
Patent number
US07081346B2

Reaction notes

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