Acetic Acid → HCID 178432210, compound

HRID 1936581Notes

Reaction equation

HRID 1936581 reaction equation
[NH2:1][C:2]1[C:7]([NH2:8])=[CH:6][CH:5]=[C:4]([N+:9]([O-:11])=[O:10])[C:3]=1[CH3:12].[C:13](O)(=O)[CH3:14].Cl.[OH-].[NH4+]>O>[CH3:13][C:14]1[NH:1][C:2]2[C:3]([CH3:12])=[C:4]([N+:9]([O-:11])=[O:10])[CH:5]=[CH:6][C:7]=2[N:8]=1

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 313Hydrochloric AcidHCID 14923Ammonium HydroxideHCID 158959483-Methyl-4-nitrobenzene-1,2-diamine

Product 1

HCID 178432210HCID 178432210, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 668 mg of 2,3-diamino-6-nitrotoluene, 20 mL of glacial acetic acid and 2 mL of 12N hydrochloric acid is heated to reflux for 3 hours. The resulting mixture is cooled to room temperature and rotary evaporated. The residue is diluted with 20 mL of water, and basified with ammonium hydroxide (28-30%). The resulting suspension is extracted with ethyl acetate and the extracts are dried over magnesium sulfate, filtered and rotary evaporated to provide 720 mg of 2,4-dimethyl-5-nitrobenzimidazole as a tan solid.

Workup

  1. temperatureis heated
  2. temperatureto reflux for 3 hours
  3. extractionThe resulting suspension is extracted with ethyl acetate
  4. dry with materialthe extracts are dried over magnesium sulfate
  5. filtrationfiltered
  6. customrotary evaporated

Sources & evidence

ORD record
ord-4aa387839f3042bab4cc9ff9072c318a
Source dataset
uspto-grants-2002_05
Patent number
US06391878B2

Reaction notes

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