Nitric Acid → HCID 22614896, compound

HRID 842701Notes

Reaction equation

[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[Cl:12])[N:8]=[C:7]([O:13][CH3:14])[C:6]([O:15][CH3:16])=[N:5]2.[N+:17]([O-])([OH:19])=[O:18]>>[Cl:12][C:11]1[C:10]([N+:17]([O-:19])=[O:18])=[C:9]2[C:4](=[CH:3][C:2]=1[Cl:1])[N:5]=[C:6]([O:15][CH3:16])[C:7]([O:13][CH3:14])=[N:8]2

Participants

Reactant 2

HCID 944Nitric Acid

HCID 120471106,7-Dichloro-2,3-dimethoxyquinoxaline

Product 1

HCID 22614896HCID 22614896, compoundYield 92%

Conditions

Temperature: 10 °C

Procedure

6,7-Dichloro-2,3-dimethoxyquinoxaline (25 g, 0.096 mol) was added, portionwise, to fuming nitric acid (0.113 L) which had been pre-cooled to −5° C. The solution was allowed to warm to 10° C. and stirring continued for 2 hours. The solution was then poured into an ice/water mixture (0.5 L). The slurry was filtered and the solid was washed with water and isopropanol (0.05 L) to give 6,7-dichloro-2,3-dimethoxy-5-nitroquinoxaline(27 g, 92%) as a beige solid. m.p. 184-186° C.

Workup

filtrationThe slurry was filtered
washthe solid was washed with water and isopropanol (0.05 L)

Sources & evidence

ORD record: ord-05f217c4140c4387bd8ccb75f92ac97a
Source dataset: uspto-grants-2002_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06376490B1

Reaction notes

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