Imidazole → HCID 57289571, compound

HRID 2107313Notes

Reaction equation

HRID 2107313 reaction equation
Cl[C:2]1[CH:11]=[CH:10][C:9]([C:12]#[N:13])=[C:8]2[C:3]=1[CH:4]=[CH:5][CH:6]=[N:7]2.[NH:14]1[CH:18]=[CH:17][N:16]=[CH:15]1.C(=O)([O-])[O-].[K+].[K+]>N1C=CC=CC=1>[NH:14]1[CH:18]=[CH:17][N:16]=[C:15]1[C:2]1[CH:11]=[CH:10][C:9]([C:12]#[N:13])=[C:8]2[C:3]=1[CH:4]=[CH:5][CH:6]=[N:7]2

Participants

5

Reactant 3

HCID 795ImidazoleHCID 11430Potassium CarbonateHCID 14839464HCID 14839464, compound

Product 1

HCID 57289571HCID 57289571, compoundYield 60%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

5-Chloro-8-quinolinecarbonitrile, 0.50 g, and imidazole, 1.80 g, were dissolved into 30 ml of pyridine. To the solution 0.36 g of anhydrous potassium carbonate was added and the mixture was heated under reflux for 8 hours. After separating indissolved substance by filtration, the solvent was evaporated and the residue was refined by column chromatography on silica gel using chloroform as an eluent. The crystals obtained were recrystallized from ethanol to yield 0.35 g (yield: 60%) of 5-imidazolyl-8-quinolinecarbonitrile (Compound No. 20).

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 8 hours
  3. customAfter separating indissolved substance
  4. filtrationby filtration
  5. customthe solvent was evaporated
  6. customThe crystals obtained
  7. customwere recrystallized from ethanol

Sources & evidence

ORD record
ord-185f82fb61c44ce8bc61f6f6757ad559
Source dataset
uspto-grants-1990_06
Patent number
US04933447

Reaction notes

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