Imidazole → HCID 20491388, compound

HRID 1284074Notes

Reaction equation

HRID 1284074 reaction equation
[C:1]1([C:7]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)(Cl)[C:8]#[N:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH:17]1[CH:21]=[CH:20][N:19]=[CH:18]1.O>C(#N)C>[C:1]1([C:7]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)([C:18]2[NH:17][CH:21]=[CH:20][N:19]=2)[C:8]#[N:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 795ImidazoleHCID 962WaterHCID 11075152alpha-Chloro-alpha-phenylbenzeneacetonitrile

Product 1

HCID 20491388HCID 20491388, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

5.9 g diphenyl-chloroacetonitrile (prepared from diphenyl-chloroacetamide, Ber. 41, 3593 by heating in phosphorus oxychloride; b.p. 130°C./0.4 mm Hg) are heated with 5 g imidazole in 50 ml acetonitrile at boiling temperature for 18 hours. After treating with 20 ml of water, the mixture is extracted with methylene chloride. The solvent is distilled off after drying in a vacuum. The solid residue is recrystallized from ethyl acetate/petroleum ether. Diphenyl-imidazolyl-acetonitrile i.e. diphenyl-imidazolyl-acetic acid nitrile of m.p. 98°C. is thus obtained.

Workup

  1. customfor 18 hours
  2. extractionthe mixture is extracted with methylene chloride
  3. distillationThe solvent is distilled off
  4. customafter drying in a vacuum
  5. customThe solid residue is recrystallized from ethyl acetate/petroleum ether

Sources & evidence

ORD record
ord-631d2e2e78994bb2858a20e0cd87358b
Source dataset
uspto-grants-1976_08
Patent number
US03978069

Reaction notes

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