Formic Acid → HCID 178526550, compound

HRID 866251Notes

Reaction equation

HRID 866251 reaction equation
[N+:1]([C:4]1[C:5]([NH2:11])=[C:6]([NH2:10])[CH:7]=[CH:8][CH:9]=1)([O-:3])=[O:2].[CH:12](O)=O>>[N+:1]([C:4]1[C:5]2[NH:11][CH:12]=[N:10][C:6]=2[CH:7]=[CH:8][CH:9]=1)([O-:3])=[O:2]

Participants

3

Reactant 2

HCID 284Formic AcidHCID 43595253-Nitro-1,2-phenylenediamine

Product 1

HCID 178526550HCID 178526550, compound

Procedure

3-Nitro-1,2-phenylenediamine (0.065 moles, 10.2 g) was added to 200 ml formic acid and heated to reflux for 3 hours. The solution was cooled and then concentrated under vacuum. The residue was dissolved in water. The pH was adjusted to 8.3 using 5N sodium hydroxide. The intermediate was extracted with ethyl acetate. The organic phase was washed with brine, dried over sodium sulfate and concentrated to yield 7.0 g of 4-nitrobenzimidazole. (MS)

Workup

  1. temperatureheated
  2. temperatureto reflux for 3 hours
  3. temperatureThe solution was cooled
  4. concentrationconcentrated under vacuum
  5. dissolutionThe residue was dissolved in water
  6. extractionThe intermediate was extracted with ethyl acetate
  7. washThe organic phase was washed with brine
  8. dry with materialdried over sodium sulfate
  9. concentrationconcentrated

Sources & evidence

ORD record
ord-811bc3ad5e6e4403ab1d753e3f75b6b4
Source dataset
uspto-grants-1996_10
Patent number
US05569768

Reaction notes

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