Nitric Acid → 2-methyl-5,6-dinitro-1H-benzimidazole

HRID 430994Notes

Reaction equation

HRID 430994 reaction equation
[CH3:1][C:2]1[NH:3][C:4]2[CH:10]=[C:9]([N+:11]([O-:13])=[O:12])[CH:8]=[CH:7][C:5]=2[N:6]=1.[N+:14]([O-])([OH:16])=[O:15]>S(=O)(=O)(O)O>[CH3:1][C:2]1[NH:6][C:5]2[CH:7]=[C:8]([N+:14]([O-:16])=[O:15])[C:9]([N+:11]([O-:13])=[O:12])=[CH:10][C:4]=2[N:3]=1

Participants

4

Reactant 2

HCID 944Nitric Acid2×HCID 745242-Methyl-5-nitrobenzimidazole

Product 1

HCID 46242922-methyl-5,6-dinitro-1H-benzimidazole

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Conditions

Temperature
0 °C

Procedure

To a solution of 2-methyl-5-nitrobenzimidazole in concentrated sulfuric acid was added fuming nitric acid at −5° C. Upon addition of the fuming nitric acid, the reaction mixture was warmed to 0° C. held for 1 h and poured into crushed ice. The precipitate which formed was filtered, washed with water, and dried overnight at 40° C. to give the title compound.

Workup

  1. customat −5° C
  2. additionpoured
  3. custominto crushed ice
  4. customThe precipitate which formed
  5. filtrationwas filtered
  6. washwashed with water
  7. customdried overnight at 40° C.

Sources & evidence

ORD record
ord-9f475fbfc99f4aa19af4ce2375e4fb6e
Source dataset
uspto-grants-2003_12
Patent number
US06656940B2

Reaction notes

Loading…