Methanol → 1,2-dimethyl-5,6-dinitrobenzimidazole

HRID 430995Notes

Reaction equation

HRID 430995 reaction equation
[CH3:1][C:2]1[NH:3][C:4]2[CH:10]=[C:9]([N+:11]([O-:13])=[O:12])[C:8]([N+:14]([O-:16])=[O:15])=[CH:7][C:5]=2[N:6]=1.CO.S(OC)(O[CH3:23])(=O)=O>[OH-].[Na+]>[CH3:23][N:6]1[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]=[C:2]1[CH3:1]

Participants

5

Reactant 3

HCID 887MethanolHCID 6497Dimethyl SulfateHCID 46242922-methyl-5,6-dinitro-1H-benzimidazole

Product 1

HCID 27292731,2-dimethyl-5,6-dinitrobenzimidazole

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Conditions

Temperature
92.5 °C

Procedure

To a solution of 2-methyl-5,6-dinitro-benzimidazole in 5% NaOH was added methanol and dimethyl sulfate. The reaction mixture was heated for 30 min at 90-95° C. and then cooled to room temperature. The precipitate which formed was filtered, washed with 10% NaOH and then water, and dried overnight at 40° C. to yield 1,2-dimethyl-5,6-dinitrobenzimidazole.

Workup

  1. temperaturecooled to room temperature
  2. customThe precipitate which formed
  3. filtrationwas filtered
  4. washwashed with 10% NaOH
  5. dry with materialwater, and dried overnight at 40° C.

Sources & evidence

ORD record
ord-31722ee428e3476286f05b181f96a8b9
Source dataset
uspto-grants-2003_12
Patent number
US06656940B2

Reaction notes

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