Nitric Acid → HCID 67213868, compound

HRID 2108382Notes

Reaction equation

HRID 2108382 reaction equation
S(=O)(=O)(O)O.[N+:6]([O-:9])(O)=[O:7].[N:10]1[CH:15]=[CH:14][C:13]([N:16]2[CH:20]=[CH:19][NH:18][CH2:17]2)=[CH:12][CH:11]=1.[OH-].[Na+]>>[N+:6]([CH:17]1[N:16]([C:13]2[CH:12]=[CH:11][N:10]=[CH:15][CH:14]=2)[CH:20]=[CH:19][NH:18]1)([O-:9])=[O:7]

Participants

5

Reactant 4

HCID 944Nitric AcidHCID 1118Sulfuric AcidHCID 14798Sodium HydroxideHCID 67213514HCID 67213514, compound

Product 1

HCID 67213868HCID 67213868, compoundYield 95%

Conditions

Temperature
100 °C

Procedure

To a stirred solution of sulfuric acid (21 ml, 95-97%) and HNO3 (15 ml, fum.) was added at 0° C. 3-(4-pyridinyl)-1H-imidazole [CAS No. 51746-87-3] (6.36 g, 43.8 mmol). The reaction mixture was stirred at room temperature for 45 min, at 55° C. for 23 h and at 100° C. for 2 h and poured into ice-water (200 ml). Sodium hydroxide solution (32%) was added to the stirred mixture until the pH reached 5-6, the precipitated product was collected by filtration and washed with water and hexane to yield 2-nitro-3-(4-pyridinyl)-1H-imidazole (7.95 g, 95%) as a light yellow solid; mp 234° C.

Workup

  1. filtrationthe precipitated product was collected by filtration
  2. washwashed with water and hexane

Sources & evidence

ORD record
ord-28bff8af55c3437995c0a0f26c9ab8ee
Source dataset
uspto-grants-2009_04
Patent number
US07514443B2

Reaction notes

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