Nitric Acid → HCID 178526900, compound

HRID 601298Notes

Reaction equation

HRID 601298 reaction equation
[Br:1][C:2]1[N:3]=[CH:4][NH:5][CH:6]=1.[N+:7]([O-])([OH:9])=[O:8]>S(=O)(=O)(O)O>[Br:1][C:2]1[NH:3][CH:4]=[N:5][C:6]=1[N+:7]([O-:9])=[O:8]

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 178418934HCID 178418934, compound

Product 1

HCID 178526900HCID 178526900, compoundYield 88.1%

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Conditions

Temperature
25 °C

Procedure

4-Bromo-1H-imidazole (2.0 g, 13.6 mmol) was reacted with concentrated nitric acid (0.947 mL, 14.96 mmol) in concentrated sulfuric acid (20 mL) at 110° C. for 1 hour. The reaction was cooled to 25° C. and poured into 200 mL of ice water. The resulting white precipitate formed was collected by filtration to give the title compound (2.3 g, 87%). MS (ESI−) m/z 191 (M−H)−. 1H NMR (300 MHz, DMSO-d6) δ ppm 7.99 (s, 1H).

Workup

  1. customThe resulting white precipitate formed
  2. filtrationwas collected by filtration

Sources & evidence

ORD record
ord-db0bb3f9c1be4052a405e16133f50e6d
Source dataset
uspto-grants-2011_03
Patent number
US07902203B2

Reaction notes

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