Imidazole → HCID 13013628, compound

HRID 1633376Notes

Reaction equation

HRID 1633376 reaction equation
C[O-].[Na+].[NH:4]1[CH:8]=[CH:7][N:6]=[CH:5]1.[C:9]1([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[CH:14]=[CH:13][C:12]([C:15]2([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=3[Cl:24])[CH2:17][O:16]2)=[CH:11][CH:10]=1>CO.CN(C)C=O>[C:9]1([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[CH:14]=[CH:13][C:12]([C:15]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=2[Cl:24])([OH:16])[CH2:17][N:4]2[CH:8]=[CH:7][N:6]=[CH:5]2)=[CH:11][CH:10]=1

Participants

6

Reactant 3

HCID 795ImidazoleHCID 10942334Sodium MethoxideHCID 13013627HCID 13013627, compound

Product 1

HCID 13013628HCID 13013628, compoundYield 79%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 6228DimethylformamideSolvent

Conditions

Temperature
80 °C

Procedure

3.5 g (0.065 mol) of sodium methylate are dissolved in 20 ml of methanol, and 7.5 g (0.11 mole) of imidazole are added. A solution of 15 g (0.05 mol) of 2-(4-biphenylyl)-2-(2-chlorophenyl)-oxirane in 75 ml of dimethylformamide is added dropwise to this mixture and the reaction mixture is heated to 80° C. for 1.5 hours. Thereafter, it is poured onto water and the crystals which form are filtered off and dried. 14.7 g (79% of theory) of 1-(4-biphenylyl)-1-(2-chlorophenyl)-2-imidazol-1-yl-ethanol of melting point 222° C. are obtained.

Workup

  1. additionThereafter, it is poured onto water
  2. filtrationthe crystals which form are filtered off
  3. customdried

Sources & evidence

ORD record
ord-459dd9def7e04a14bbfdf7ee969dae0f
Source dataset
uspto-grants-1984_10
Patent number
US04480114

Reaction notes

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