Formic Acid → HCID 178509527, compound

HRID 475206Notes

Reaction equation

HRID 475206 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[NH2:10])[C:5]#[N:6].[CH:11](O)=O>>[NH:10]1[C:9]2[CH:8]=[CH:7][C:4]([C:5]#[N:6])=[CH:3][C:2]=2[N:1]=[CH:11]1

Participants

3

Reactant 2

HCID 284Formic AcidHCID 7372853,4-Diaminobenzonitrile

Product 1

HCID 178509527HCID 178509527, compoundYield 75.8%

Conditions

Temperature
110 °C

Procedure

A mixture of 3,4-diaminobenzonitrile (2.0 g, 15.04 mmol) in 98% formic acid (35 mL) was stirred at 110° C. for 18 h. The reaction mixture was cooled to RT and concentrated in vacuo. The crude residue was washed with NH3/H2O (3×20 mL) and water (20 mL) to afford 1.63 g (75.8%) of 1H-benzo[d]imidazole-5-carbonitrile (90) as yellow solid: MS (ESI) m/z=144.2 [M+1]+.

Workup

  1. temperatureThe reaction mixture was cooled to RT
  2. concentrationconcentrated in vacuo
  3. washThe crude residue was washed with NH3/H2O (3×20 mL) and water (20 mL)

Sources & evidence

ORD record
ord-9c03a052be9f4696aff8159fad333901
Source dataset
uspto-grants-2014_01
Patent number
US08637537B2

Reaction notes

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