1,3,4,5-Tetramethylimidazoline-2-thione → 2-{(3-[(1,3-dimethyl-1H-imidazolium-2-yl)thio]-2-oxopropyl)thio}-1,3,4,5-tetramethyl-1H-imidazolium dichloride

HRID 1493288Notes

Reaction equation

HRID 1493288 reaction equation
[Cl-:1].[CH3:2][NH+:3]1[CH:7]=[CH:6][N:5]([CH3:8])[CH:4]1[S:9][CH2:10][C:11](=[O:14])[CH2:12][Cl:13].[CH3:15][N:16]1[CH:20]([CH3:21])[CH:19]([CH3:22])[N:18]([CH3:23])[C:17]1=[S:24]>C(O)C>[Cl-:13].[Cl-:1].[CH3:2][NH+:3]1[CH:7]=[CH:6][N:5]([CH3:8])[CH:4]1[S:9][CH2:10][C:11](=[O:14])[CH2:12][S:24][CH:17]1[N:18]([CH3:23])[C:19]([CH3:22])=[C:20]([CH3:21])[NH+:16]1[CH3:15]

Participants

4

Reactant 2

HCID 570440741,3,4,5-Tetramethylimidazoline-2-thioneHCID 867448171,3-dimethyl-2-[(3-chloro-2-oxopropyl)thio]-1H-imidazolium chloride

Product 1

HCID 198312422-{(3-[(1,3-dimethyl-1H-imidazolium-2-yl)thio]-2-oxopropyl)thio}-1,3,4,5-tetramethyl-1H-imidazolium dichloride

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To 0.255 g (0.001 mole) of 1,3-dimethyl-2-[(3-chloro-2-oxopropyl)thio]-1H-imidazolium chloride was added a solution of 0.156 g (0.001 mol) of 1,3,4,5-tetramethylimidazoline-2-thione in 5 mL of ethanol and the reaction mixture was stirred for 3 hours at ambient temperature. At the end of this period, the solvent was evaporated and the residue was crystallized from isopropyl alcohol-acetonehexane to obtain the desired 2-{(3-[(1,3-dimethyl-1H-imidazolium-2-yl)thio]-2-oxopropyl)thio}- 1,3,4,5-tetramethyl-1H-imidazolium dichloride compound as a hygroscopic solid.

Workup

  1. customAt the end of this period, the solvent was evaporated
  2. customthe residue was crystallized from isopropyl alcohol-acetonehexane

Sources & evidence

ORD record
ord-f75169d52b3a46f89d2d2d6139d12ce0
Source dataset
uspto-grants-1991_06
Patent number
US05021440

Reaction notes

Loading…