Sodium Hydroxide → HCID 178418460, compound

Reaction equation

Cl.Cl[CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][N:5]=1.[CH3:10][C:11]1([CH3:18])[NH:15][C:14](=[S:16])[NH:13][C:12]1=[S:17].[OH-].[Na+]>>[N:5]1[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=1[CH2:3][S:16][C:14]1[NH:15][C:11]([CH3:18])([CH3:10])[C:12](=[S:17])[N:13]=1

Participants

Reactant 3

HCID 14798Sodium Hydroxide

HCID 23392Picolyl chloride hydrochloride

HCID 30021425,5-Dimethyl-2,4-imidazolidinedithione

Product 1

HCID 178418460HCID 178418460, compound

Procedure

Initially, 2.7 g of 2-chloromethylpyridine hydrochloride was added to a solution of 2.4g of 5,5-dimethyl-2,4-dithiohydantoin in 17 mL of 2N aqueous solution of NaOH. The reaction mixture was stirred for one hour at the room temperature, and extracted with 100 mL of chloroform (CHCl3). The CHCl3 layer was dried over MgSO4 and concentrated in vacuo. The residue was purified by column chromatography (using CHCl3 as a developing solvent). As a result, 2-(2-pyridylmethylthio) was initially obtained. From the earlier fractions, the desired compound of 2-(2-pyridylmethylthio)-5,5-dimethylimidazolin-4-thione was isolated in the form of a syrup. The yield of this compound was 1.02 g with a yield ratio of 27.1%.