Formic Acid → HCID 178422327, compound

HRID 552819Notes

Reaction equation

HRID 552819 reaction equation
[NH2:1][C:2]1[C:9]([NH2:10])=[CH:8][C:5]([C:6]#[N:7])=[C:4]([CH3:11])[CH:3]=1.[CH:12](O)=O>>[CH3:11][C:4]1[C:5]([C:6]#[N:7])=[CH:8][C:9]2[NH:10][CH:12]=[N:1][C:2]=2[CH:3]=1

Participants

3

Procedure

A reaction mixture of 4,5-diamino-2-methylbenzonitrile (20 mg) and formic acid (6 ml) was refluxed for 3 hours. The reaction solution was cooled and concentrated. To the residue was added a 1M aqueous NaOH solution, and extracted with EtOAc. The organic layer was dried over anhydrous MgSO4, and then filtered, and the filtrate was concentrated to obtain 5-methyl-1H-benzimidazole-6-carbonitrile as colorless powders.

Workup

  1. temperaturewas refluxed for 3 hours
  2. temperatureThe reaction solution was cooled
  3. concentrationconcentrated
  4. additionTo the residue was added a 1M aqueous NaOH solution
  5. extractionextracted with EtOAc
  6. dry with materialThe organic layer was dried over anhydrous MgSO4
  7. filtrationfiltered
  8. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-239a1423235e42f0bd48e700768de959
Source dataset
uspto-grants-2011_05
Patent number
US07951825B2

Reaction notes

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