Nitric Acid → HCID 21472720, compound

HRID 2295054Notes

Reaction equation

HRID 2295054 reaction equation
[F:1][C:2]1[C:10]2[NH:9][CH:8]=[N:7][C:6]=2[C:5]([CH3:11])=[CH:4][CH:3]=1.[N+:12]([O-])([OH:14])=[O:13].[OH-].[NH4+]>S(=O)(=O)(O)O>[F:1][C:2]1[C:10]2[N:9]=[CH:8][NH:7][C:6]=2[C:5]([CH3:11])=[C:4]([N+:12]([O-:14])=[O:13])[CH:3]=1

Participants

5

Reactant 3

HCID 944Nitric AcidHCID 14923Ammonium HydroxideHCID 21472722HCID 21472722, compound

Product 1

HCID 21472720HCID 21472720, compound

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

To a cold (ice bath) solution of 4-fluoro-7-methylbenzimidazole (734 mg) in concentrated sulfuric acid (10 mL) is added dropwise concentrated nitric acid (0.22 mL) over 1 hour. The mixture is stirred an additional 15 minutes in the ice bath, then poured in a mixture of crushed ice (20 mL). and ammonium hydroxide (20 mL). The resulting mixture is extracted with ethyl acetate. The extract is dried over magnesium sulfate, filtered and rotary evaporated to afford 7-fluoro-4-methyl-5-nitrobenzimidazole as a pale yellow solid.

Workup

  1. extractionThe resulting mixture is extracted with ethyl acetate
  2. dry with materialThe extract is dried over magnesium sulfate
  3. filtrationfiltered
  4. customrotary evaporated

Sources & evidence

ORD record
ord-564ace080cbf442c88938be46e8c8b3a
Source dataset
uspto-grants-1997_11
Patent number
US05691370

Reaction notes

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