Nitric Acid → HCID 15480111, compound

HRID 1954027Notes

Reaction equation

HRID 1954027 reaction equation
Cl.Cl.[NH2:3][CH2:4][CH2:5][CH2:6][CH2:7][N:8]1[C:17]2[C:12](=[CH:13][CH:14]=[C:15]([N:18]3[CH:22]=[CH:21][N:20]=[CH:19]3)[CH:16]=2)[NH:11][C:10](=[O:23])[C:9]1=[O:24].[N+:25]([O-])([OH:27])=[O:26].[OH-].[Na+]>S(=O)(=O)(O)O>[NH2:3][CH2:4][CH2:5][CH2:6][CH2:7][N:8]1[C:17]2[C:12](=[CH:13][C:14]([N+:25]([O-:27])=[O:26])=[C:15]([N:18]3[CH:22]=[CH:21][N:20]=[CH:19]3)[CH:16]=2)[NH:11][C:10](=[O:23])[C:9]1=[O:24]

Participants

5

Reactant 3

HCID 944Nitric AcidHCID 14798Sodium HydroxideHCID 23295776HCID 23295776, compound

Product 1

HCID 15480111HCID 15480111, compound

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

With ice-cooling, 1-(4-aminobutyl)-7-(1H-imidazol-1-yl)-2,3(1H,4H)-quinoxalinedione dihydrochloride (1.00 g) was dissolved in concentrated sulfuric acid (10 ml) to which was subsequently added dropwise fuming nitric acid (94 μl). The reaction solution was gradually warmed up to room temperature and stirred overnight. Ice water was added to the reaction solution, followed by neutralization using 15% sodium hydroxide aqueous solution. The thus precipitated solid was collected by filtration and dried to give 1-(4-aminobutyl)-7-(1H-imidazol-1-yl)-6-nitro-2,3(1H,4H)-quinoxalinedione (0.40 g).

Workup

  1. temperatureWith ice-cooling
  2. filtrationThe thus precipitated solid was collected by filtration
  3. customdried

Sources & evidence

ORD record
ord-c8963231889b4903af283bc686be8ae5
Source dataset
uspto-grants-2000_09
Patent number
US06121264

Reaction notes

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