Imidazole → HCID 68140929, compound

HRID 1284079Notes

Reaction equation

HRID 1284079 reaction equation
[CH3:1][N:2]([CH3:19])[C:3](=[O:18])[C:4]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)Cl.[NH:20]1[CH:24]=[CH:23][N:22]=[CH:21]1>C(#N)C>[CH3:1][N:2]([CH3:19])[C:3](=[O:18])[C:4]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[C:21]1[NH:20][CH:24]=[CH:23][N:22]=1

Participants

4

Reactant 2

HCID 795ImidazoleHCID 12210392HCID 12210392, compound

Product 1

HCID 68140929HCID 68140929, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

18.1 g diphenyl-chloroacetic acid dimethylamide (m.p. 128°C, prepared by analogy with Example 19) are heated with 15.6 g imidazole in 120 ml acetonitrile at boiling temperature for 18 hours. The solvent is distilled off in a vacuum. After the addition of 70 ml of water, the mixture is extracted with methylene chloride. After drying, the solvent is distilled off in a vacuum and the solid residue is recrystallized from methanol. The diphenyl-imidazolyl-acetic acid dimethyl amide of m.p. 202°C is thus obtained in the form of colourless crystals.

Workup

  1. customfor 18 hours
  2. distillationThe solvent is distilled off in a vacuum
  3. additionAfter the addition of 70 ml of water
  4. extractionthe mixture is extracted with methylene chloride
  5. customAfter drying
  6. distillationthe solvent is distilled off in a vacuum
  7. customthe solid residue is recrystallized from methanol

Sources & evidence

ORD record
ord-35e0e53185384c2dbd7bc93a1fa1ff3e
Source dataset
uspto-grants-1976_08
Patent number
US03978069

Reaction notes

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