Sulfuric Acid → 5-Bromomethyl-7-nitro-2,3-dimethoxyquinoxaline

HRID 1422213Notes

Reaction equation

HRID 1422213 reaction equation
S(=O)(=O)(O)O.[Br:6][CH2:7][C:8]1[CH:17]=[CH:16][CH:15]=[C:14]2[C:9]=1[N:10]=[C:11]([O:20][CH3:21])[C:12]([O:18][CH3:19])=[N:13]2.[N+:22]([O-])([O:24]C(C)C)=[O:23]>>[Br:6][CH2:7][C:8]1[CH:17]=[C:16]([N+:22]([O-:24])=[O:23])[CH:15]=[C:14]2[C:9]=1[N:10]=[C:11]([O:20][CH3:21])[C:12]([O:18][CH3:19])=[N:13]2

Participants

4

Reactant 3

HCID 1118Sulfuric AcidHCID 15575Isopropyl nitrateHCID 159417295-Bromomethyl-2,3-dimethoxy-quinoxaline

Product 1

HCID 232979835-Bromomethyl-7-nitro-2,3-dimethoxyquinoxaline

Conditions

Temperature
0 °C

Procedure

25 ml of sulfuric acid are cooled to 0° C. and then 9.5 g (33.55 mmol) of 5-bromomethyl-2,3-dimethoxy-quinoxaline are added. After a further 10 minutes, 3.39 ml (1 equiv.) of isopropyl nitrate are added and the mixture is stirred at 0° C. for 1 hour. The mixture is poured onto ice, and the solid is filtered off and washed with water. The title compound is obtained in the form of a beige solid.

Workup

  1. additionThe mixture is poured onto ice
  2. filtrationthe solid is filtered off
  3. washwashed with water

Sources & evidence

ORD record
ord-062b8622fbf648e7a429d166151ea0da
Source dataset
uspto-grants-2000_06
Patent number
US06080743

Reaction notes

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