2,4-Dimethyl-3-cyclohexene carboxaldehyde → HCID 178424595, compound

HRID 1967133Notes

Reaction equation

HRID 1967133 reaction equation
[NH:1]1[C:5]2[CH:6]=[CH:7][C:8]([NH2:10])=[CH:9][C:4]=2[N:3]=[CH:2]1.[CH3:11][CH:12]1[CH:17]=[C:16]([CH3:18])[CH2:15][CH2:14][CH:13]1[CH:19]=O.[O:21]([C:23]#[N:24])[K].Cl.N1C=CC=CC=1.[N+:32]([CH:34]([CH3:36])[CH3:35])#[C-:33]>CO>[NH:1]1[C:5]2[CH:6]=[CH:7][C:8]([N:10]3[CH:19]([CH:13]4[CH2:14][CH2:15][C:16]([CH3:18])=[CH:17][CH:12]4[CH3:11])[C:33](=[N:32][CH:34]([CH3:36])[CH3:35])[NH:24][C:23]3=[O:21])=[CH:9][C:4]=2[N:3]=[CH:2]1

Participants

7

Reactant 5

HCID 933752,4-Dimethyl-3-cyclohexene carboxaldehydeHCID 150783Isopropyl isocyanideHCID 10176127Pyridinium chlorideHCID 178418250HCID 178418250, compoundHCID 178507353HCID 178507353, compound

Product 1

HCID 178424595HCID 178424595, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

1H-Benzoimidazol-5-ylamine (1 mmol) and 2,4-Dimethyl-cyclohex-3-ene carbaldehyde (1 mmol) were combined in methanol (2 ml, dry). After 2 hours 2 ml of a solution of KOCN (KSCN) (2 mmol) and Pyridinehydrochloride (2 mmol) in MeOH is added was added. Finally 2-Isocyano-propane (1 mmol) is added. The reaction was stirred at room temperature for 48 h. After evaporation of the solvent the residue was purified with chromatographic methods.

Workup

  1. additionwas added
  2. customAfter evaporation of the solvent the residue
  3. customwas purified with chromatographic methods

Sources & evidence

ORD record
ord-7257fca59e0943f8806f154ae48c85f6
Source dataset
uspto-grants-2013_04
Patent number
US08420684B2

Reaction notes

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