Reaktion #3341

Reaktionsgleichung

2-dimethylaminobenzylchloride hydrochloride

5,5-dimethyl-2,4-dithiohydantoin

→

2-(2-dimethylaminobenzylthio)-5,5-dimethylimidazolin-4-thione

Lösungsmittel

chloroform

Reaktionsbedingungen

Aufarbeitung

1. 1
   Waschenwashed with an aqueous solution of NaHCO3
2. 2
   Trocknendried over MgSO4
3. 3
   Einengenconcentrated in vacuo
4. 4
   workup.ADDITIONThe residue was treated

Vorschrift

Initially, 11 g of 2-dimethylaminobenzylchloride hydrochloride was added to a solution of 8 g of 5,5-dimethyl-2,4-dithiohydantoin in 200 mL of chloroform (CHCl3) at about 60° C. The reaction mixture was stirred for 30 minutes and washed with an aqueous solution of NaHCO3, dried over MgSO4, and concentrated in vacuo. The residue was treated following the procedure used for the compound (a). As a result, the desired compound of 2-(2-dimethylaminobenzylthio)-5,5-dimethylimidazolin-4-thione was isolated by column chromatography. The yield of this compound was 9.1 g with a yield ratio of 62.1%. Further, the desired compound of 2,4-bis(2-dimethylaminobenzylthio)-5,5-dimethyl-5H-imidazole was isolated. The yield of this compound was 1.2 g with a yield ratio of 5.6%.

Quelle