Reaktion #3347

ord-2f49fa4e191649188ac77496c1af416a

Reaktionsgleichung

BrCc1ccccc1
benzylbromide
CC1(C)NC(=S)NC1=S
5,5-dimethyl-2,4-dithiohydantoin
CC1(C)NC(SCc2ccccc2)=NC1=S
2-benzylthio-5,5-dimethylimidazolin-4-thione

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Einengenconcentrated in vacuo
  2. 2
    workup.ADDITIONThe residue was treated
  3. 3
    Sonstigepurified by column chromatography (CHCl3)
  4. 4
    SonstigeRecrystallization from diethyl ether-n-hexane

Vorschrift

Initially, 1.91 mL of benzylbromide was added to a solution of 1.6 g of 5,5-dimethyl-2,4-dithiohydantoin in 50 mL of ethanol (EtOH). 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 62, and purified by column chromatography (CHCl3). Recrystallization from diethyl ether-n-hexane gave 2-benzylthio-5,5-dimethylimidazolin-4-thione in the form of a needle-like crystal. The yield of this compound was 0.87 g with a yield ratio of 34.8%, and the melting point was 133°-134° C.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05733922uspto-grants-1998_03