Bifonazole → HCID 86737425, compound

HRID 1389059Notes

Reaction equation

HRID 1389059 reaction equation
[C:1]1([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH:6]=[CH:5][C:4]([CH:7]([N:14]2[CH:18]=[CH:17][N:16]=[CH:15]2)[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[CH:3][CH:2]=1.[Cl:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=1[C:32](Cl)([C:39]1[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=1)[C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1>C(#N)C>[Cl-:25].[C:1]1([C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=2)[CH:2]=[CH:3][C:4]([CH:7]([N+:14]2[CH:18]=[CH:17][N:16]([C:32]([C:27]3[CH:28]=[CH:29][CH:30]=[CH:31][C:26]=3[Cl:25])([C:33]3[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=3)[C:39]3[CH:40]=[CH:41][CH:42]=[CH:43][CH:44]=3)[CH:15]=2)[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=2)=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 2378BifonazoleHCID 945242-Chlorotrityl chloride

Product 1

HCID 86737425HCID 86737425, compoundYield 83.4%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
80 °C

Procedure

15.1 g (0.05 mol) of 1-[α-(4-biphenylyl)-benzyl]-imidazole and 15.2 g (0.05 mol) of 2-chlorophenyl-diphenylmethyl chloride are suspended in 400 ml of acetonitrile and the suspension is heated to 80° C. for 24 hours. It is then filtered and the filtrate is concentrated by distilling off the solvent. The residue crystallises after trituration with ether. 13 g (42% of theory) of 1-[α-(4-biphenylyl)-benzyl]-3-(2-chlorophenyl-diphenyl-methyl)-imidazolium chloride of melting point 140° C. (with decomposition) are obtained.

Workup

  1. filtrationIt is then filtered
  2. concentrationthe filtrate is concentrated
  3. distillationby distilling off the solvent
  4. customThe residue crystallises after trituration with ether

Sources & evidence

ORD record
ord-b577c5edf68d460d90d7a444b920bcd4
Source dataset
uspto-grants-1981_01
Patent number
US04243670

Reaction notes

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