Nitric Acid → HCID 135786515, compound

HRID 1769295Notes

Reaction equation

HRID 1769295 reaction equation
[Br:1][C:2]1[N:3]=[C:4]([C:7]2[C:12]([Cl:13])=[CH:11][C:10]([C:14]([F:17])([F:16])[F:15])=[CH:9][C:8]=2[Cl:18])[NH:5][CH:6]=1.[N+:19]([O-])([OH:21])=[O:20].S(=O)(=O)(O)O>O>[Br:1][C:2]1[N:3]=[C:4]([C:7]2[C:12]([Cl:13])=[CH:11][C:10]([C:14]([F:15])([F:16])[F:17])=[CH:9][C:8]=2[Cl:18])[NH:5][C:6]=1[N+:19]([O-:21])=[O:20]

Participants

5

Reactant 3

HCID 944Nitric AcidHCID 1118Sulfuric AcidHCID 178506191HCID 178506191, compound

Product 1

HCID 135786515HCID 135786515, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
70 °C

Procedure

A mixture of 4-bromo-2-(2,6-dichloro-4-trifluoromethyl-phenyl)-imidazole (0.9 g, 0.025 mol), nitric acid (70% w/w, 1 ml) and sulphuric acid (98%w/w, 1 ml) was stirred and heated at 70° C. for 7.5 hours. After cooling it was added to a mixture of ice and water (50 ml). The precipitated solid was filtered off and purified by mplc on silica eluted with a mixture of ethyl acetate and petroleum spirit (b.p. 60°-80° C.) (1:5) to give 4-bromo-2-(2,6-dichloro-4-trifluoromethylphenyl)-5-nitro-imidazole (0.2 g), m.p. 292°-293° C., as an off-white solid.

Workup

  1. temperatureAfter cooling it
  2. filtrationThe precipitated solid was filtered off
  3. custompurified by mplc on silica
  4. washeluted with a mixture of ethyl acetate and petroleum spirit (b.p. 60°-80° C.) (1:5)

Sources & evidence

ORD record
ord-4d2c4129112b4c09a560866f6a3557da
Source dataset
uspto-grants-1995_01
Patent number
US05380865

Reaction notes

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