Hydrochloric Acid → HCID 178424045, compound

HRID 1610830Notes

Reaction equation

HRID 1610830 reaction equation
Cl.[CH3:2][C:3](=O)CC(=O)C.[NH2:9][C:10]1[C:15]([CH3:16])=[CH:14][C:13]([CH3:17])=[CH:12][C:11]=1[NH2:18].C(=O)([O-])O.[Na+]>C(O)C>[CH3:2][C:3]1[NH:9][C:10]2[C:15]([CH3:16])=[CH:14][C:13]([CH3:17])=[CH:12][C:11]=2[N:18]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 31261AcetylacetoneHCID 516892Sodium BicarbonateHCID 3613321(2-Amino-3,5-dimethylphenyl)amine

Product 1

HCID 178424045HCID 178424045, compoundYield 124.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

30 ml (150 mmol) of hydrogen chloride-solution (5 M in water) and 1.5 ml (14.68 mmol) 2,4-Pentandione are added to a solution of (7.34 mmol) of 2-Amino-3,5-dimethylphenylamine (example X, Step 1) in 112 ml ethanol. The reaction mixture is refluxed for 30 minutes. The solution is neutralized with saturated sodium hydrogen carbonate solution (to pH 7) and extracted with dichlormethane. The organic phases are dried over magnesium sulfate and the solvent is evaporated under vacuum to afford 2,5,7-Trimethyl-1H-benzimidazole (1.46 g) in quantitative yield.

Workup

  1. temperatureThe reaction mixture is refluxed for 30 minutes
  2. extractionextracted with dichlormethane
  3. dry with materialThe organic phases are dried over magnesium sulfate
  4. customthe solvent is evaporated under vacuum

Sources & evidence

ORD record
ord-64bd67555037490aa52e01b9bdbd3d3d
Source dataset
uspto-grants-2006_01
Patent number
US06984646B2

Reaction notes

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