Potassium Nitrate → 4,6-Dichloro-7-nitro-1,3-dihydro-2H-imidazo[4,5-c]pyridin-2-one

HRID 1696398Notes

Reaction equation

HRID 1696398 reaction equation
[Cl:1][C:2]1[C:7]2[NH:8][C:9](=[O:11])[NH:10][C:6]=2[CH:5]=[C:4]([Cl:12])[N:3]=1.[N+:13]([O-])([O-:15])=[O:14].[K+]>OS(O)(=O)=O>[Cl:1][C:2]1[C:7]2[NH:8][C:9](=[O:11])[NH:10][C:6]=2[C:5]([N+:13]([O-:15])=[O:14])=[C:4]([Cl:12])[N:3]=1

Participants

4

Reactant 2

HCID 24434Potassium NitrateHCID 114697654,6-dichloro-1,3-dihydro-2H-Imidazo[4,5-c]pyridin-2-one

Product 1

HCID 574262174,6-Dichloro-7-nitro-1,3-dihydro-2H-imidazo[4,5-c]pyridin-2-one

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Conditions

Temperature
125 °C

Procedure

To a solution of 4,6-dichloro-1,3-dihydro-2H-imidazo[4,5-c]pyridin-2-one (0.6 g, 2.94 mmol) from Step C in conc. H2SO4(15 mL) was added KNO3 (2.97 g, 29.4 mmol) and the reaction mixture was heated at 125° C. for 2 h. After cooling, the reaction was mixed with ice and the solid precipitate was isolated by filtration and washed with cold H2O to give the title compound. MS: m/z=290 (M+I+CH3CN).

Workup

  1. temperatureAfter cooling
  2. additionthe reaction was mixed with ice
  3. customthe solid precipitate was isolated by filtration
  4. washwashed with cold H2O

Sources & evidence

ORD record
ord-06d9bf2540bc4387950b2b745a4aa24b
Source dataset
uspto-grants-2012_04
Patent number
US08163752B2

Reaction notes

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