Nitric Acid → HCID 135786514, compound

HRID 1769290Notes

Reaction equation

HRID 1769290 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:5]=[C:4]([Cl:12])[C:3]=1[C:13]1[NH:14][CH:15]=[C:16]([CH3:18])[N:17]=1.[N+:19]([O-])([OH:21])=[O:20].S(=O)(=O)(O)O>O>[Cl:1][C:2]1[CH:7]=[C:6]([C:8]([F:9])([F:10])[F:11])[CH:5]=[C:4]([Cl:12])[C:3]=1[C:13]1[NH:14][C:15]([N+:19]([O-:21])=[O:20])=[C:16]([CH3:18])[N:17]=1

Participants

5

Reactant 3

HCID 944Nitric AcidHCID 1118Sulfuric AcidHCID 178430847HCID 178430847, compound

Product 1

HCID 135786514HCID 135786514, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
75 °C

Procedure

A mixture of 2-(2,6-dichloro-4-trifluoromethylpheny1)-4-methylimidazole (1.0 g, 0.003 mol), nitric acid (70% w/w 1 ml) and sulphuric acid (98% w/w, lml) was stirred and heated at 75° C. for 4 hours then at 100° C. for 2 hours. After cooling the reaction mixture was added to a mixture of ice and water (20 ml) and the precipitated solid was filtered off. Recrystallisation from toluene gave 2-(2,6-dichloro-4-trifluoromethylphenyl)-4-methyl-5-nitroimidazole (0.66 g), m.p. 316.5°-317.5° C., as a white solid.

Workup

  1. temperatureAfter cooling the reaction mixture
  2. filtrationthe precipitated solid was filtered off
  3. customRecrystallisation from toluene

Sources & evidence

ORD record
ord-2532d7d00a28482692d01a8f8b54f6d0
Source dataset
uspto-grants-1995_01
Patent number
US05380865

Reaction notes

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