Nitric Acid → HCID 67213398, compound

HRID 2054206Notes

Reaction equation

HRID 2054206 reaction equation
S(=O)(=O)(O)O.[N+:6]([O-:9])(O)=[O:7].[N:10]1[CH:15]=[CH:14][CH:13]=[C:12]([N:16]2[CH:20]=[CH:19][NH:18][CH2:17]2)[CH:11]=1.C([O-])(O)=O.[Na+]>>[N+:6]([CH:17]1[N:16]([C:12]2[CH:11]=[N:10][CH:15]=[CH:14][CH:13]=2)[CH:20]=[CH:19][NH:18]1)([O-:9])=[O:7]

Participants

5

Reactant 4

HCID 944Nitric AcidHCID 1118Sulfuric AcidHCID 516892Sodium BicarbonateHCID 67213545HCID 67213545, compound

Product 1

HCID 67213398HCID 67213398, compoundYield 99%

Conditions

Temperature
50 °C

Procedure

To a stirred solution of sulfuric acid (14 ml, 95-97%) and HNO3 (10 ml, fum.) was added at 0° C. 3-(3-pyridinyl)-1H-imidazole [CAS No. 51746-85-1, commercially available] (4.25 g, 29.3 mmol). The reaction mixture was stirred at room temperature for 45 min and at 50° C. for 6 h and poured into ice-water (100 ml). Solid NaHCO3 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-(3-pyridinyl)-1H-imidazole (5.53 g, 99%) as an off-white solid; mp 261° C.

Workup

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

Sources & evidence

ORD record
ord-7447c110528f4b878a4049facdb2899b
Source dataset
uspto-grants-2008_02
Patent number
US07329662B2

Reaction notes

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