Cyclohexyl isocyanide → HCID 178517972, compound

HRID 1967131Notes

Reaction equation

HRID 1967131 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.[Cl:11][C:12]1[C:13]([F:21])=[C:14]([C:17]([F:20])=[CH:18][CH:19]=1)[CH:15]=O.[O:22]([C:24]#[N:25])[K].Cl.N1C=CC=CC=1.[N+:33]([CH:35]1[CH2:40][CH2:39][CH2:38][CH2:37][CH2:36]1)#[C-:34]>CO>[NH:1]1[C:5]2[CH:6]=[CH:7][C:8]([N:10]3[CH:15]([C:14]4[C:17]([F:20])=[CH:18][CH:19]=[C:12]([Cl:11])[C:13]=4[F:21])[C:34](=[N:33][CH:35]4[CH2:40][CH2:39][CH2:38][CH2:37][CH2:36]4)[NH:25][C:24]3=[O:22])=[CH:9][C:4]=2[N:3]=[CH:2]1

Participants

7

Reactant 5

HCID 79129Cyclohexyl isocyanideHCID 7363383-Chloro-2,6-difluorobenzaldehydeHCID 10176127Pyridinium chlorideHCID 178418250HCID 178418250, compoundHCID 178507353HCID 178507353, compound

Product 1

HCID 178517972HCID 178517972, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

1H-Benzoimidazol-5-ylamine (1 mmol) and 3-Chloro-2,6-difluorobenzaldehyde (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 Isocyano-cyclohexane (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-abcc7f70489c4bc2b02143cc21891dec
Source dataset
uspto-grants-2013_04
Patent number
US08420684B2

Reaction notes

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