Reaktion #3343

Reaktionsgleichung

3-dimethylaminobenzylchloride hydrochloride

5,5-dimethyl-2,4-dithiohydantoin

sodium methoxide

→

2,4-bis(3-dimethylaminobenzylthio)-5,5-dimethyl-5H-imidazole

Lösungsmittel

methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Einengenconcentrated in vacuo
2. 2
   workup.ADDITIONThe residue was treated
3. 3
   Sonstigechromatographed on a column of silica gel (CHCl3)

Vorschrift

Initially, 2.94 g of 3-dimethylaminobenzylchloride hydrochloride was added to a mixture of 1.6 g of 5,5-dimethyl-2,4-dithiohydantoin and 1.3 g of sodium methoxide in 50 mL of methanol (MeOH). The reaction mixture was stirred at the room temperature for one hour, and concentrated in vacuo. The residue was treated following the procedure used in Example 56, and chromatographed on a column of silica gel (CHCl3). From the earlier fractions, 2,4-bis(3-dimethylaminobenzylthio)-5,5-dimethyl-5H-imidazole was isolated, in the form of a syrup. The yield of this compound was 0.31 g with a yield ratio of 7.4%.

Quelle