Nitric Acid → HCID 21190246, compound

HRID 619521Notes

Reaction equation

HRID 619521 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[N:11]2[CH:12]=[CH:13][N:14]=[C:10]2[CH:9]=[CH:8][CH:7]=1)=[O:5])[CH3:2].[N+:15]([O-])([OH:17])=[O:16].[OH-].[Na+]>S(=O)(=O)(O)O>[CH2:1]([O:3][C:4]([C:6]1[N:11]2[C:12]([N+:15]([O-:17])=[O:16])=[CH:13][N:14]=[C:10]2[CH:9]=[CH:8][CH:7]=1)=[O:5])[CH3:2]

Participants

5

Reactant 3

HCID 944Nitric AcidHCID 14798Sodium HydroxideHCID 11127069ethyl imidazo[1,2-a]pyridine-5-carboxylate

Product 1

HCID 21190246HCID 21190246, compound

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

To a solution of 19.02 g (0.10 mol) of 5-ethoxycarbonylimidazo[1,2-a]pyridine in 50 ml of conc. sulfuric acid was added dropwise, while stirring under ice-cooling, 40 ml of conc. nitric acid. The mixture was stirred for 20 minutes at the same temperature. The reaction mixture was poured into ice-water, which was neutralized with a 10% aqueous solution of NaOH. The resulting precipitates were collected by filtration, washed with water and dried to afford 20.38 g of the desired compound (86.6%, a pale yellow solid).

Workup

  1. temperaturecooling
  2. stirringThe mixture was stirred for 20 minutes at the same temperature
  3. customThe resulting precipitates
  4. filtrationwere collected by filtration
  5. washwashed with water
  6. customdried

Sources & evidence

ORD record
ord-8f1bb285007944b9b576376240ae64e1
Source dataset
uspto-grants-1999_09
Patent number
US05958942

Reaction notes

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