Methyl iodide → cis-4,5-bis-(2-Chlorophenyl)-2-methylthio-4,5-dihydro-1H-imidazole Hydroiodide

HRID 18719Notes

Reaction equation

HRID 18719 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C@H:8]1[C@@H:12]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[Cl:19])[NH:11][C:10](=[S:20])[NH:9]1.[CH3:21][I:22]>CCO>[IH:22].[Cl:19][C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=1[C@H:12]1[C@@H:8]([C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=2[Cl:1])[NH:9][C:10]([S:20][CH3:21])=[N:11]1

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 86596317HCID 86596317, compound

Product 1

HCID 68568074cis-4,5-bis-(2-Chlorophenyl)-2-methylthio-4,5-dihydro-1H-imidazole HydroiodideYield 75.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of cis-4,5-bis-(2-chlorophenyl)imidazolidine-2-thione (32) (10.1 g, 0.0312 mol) and methyl iodide (3.89 mL, 0.0624 mol) in abs. EtOH (15 mL) is heated at 90° C. for 6 h. The reaction mixture is cooled to rt, concentrated in vacuo, and the residue suspended in abs EtOH. The insoluble material is filtered to give 11 g of the product 49.

Workup

  1. concentrationconcentrated in vacuo
  2. filtrationThe insoluble material is filtered

Sources & evidence

ORD record
ord-e59609a58f1e4e82bb27bfad35ae132b
Source dataset
uspto-grants-2010_06
Patent number
US07741493B2

Reaction notes

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