Sodium Hydroxide → HCID 178418460, compound

HRID 3246

Reaction equation

HRID 3246 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

4

Reactant 3

HCID 14798Sodium HydroxideHCID 23392Picolyl chloride hydrochlorideHCID 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%.

Workup

  1. extractionextracted with 100 mL of chloroform (CHCl3)
  2. dry with materialThe CHCl3 layer was dried over MgSO4
  3. concentrationconcentrated in vacuo
  4. customThe residue was purified by column chromatography (
  5. customAs a result, 2-(2-pyridylmethylthio) was initially obtained

Sources & evidence

ORD record
ord-dc25bdb7c4ad482f819d561626b78d70
Source dataset
uspto-grants-1998_03
Patent number
US05733922

Linked notes

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