Benzyl Bromide → HCID 178418227, compound

HRID 3251

Reaction equation

HRID 3251 reaction equation
[CH2:1](Br)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:9][C:10]1([CH3:17])[NH:14][C:13](=[S:15])[NH:12][C:11]1=[S:16]>C(O)C>[CH2:1]([S:15][C:13]1[NH:14][C:10]([CH3:17])([CH3:9])[C:11](=[S:16])[N:12]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 7498Benzyl BromideHCID 30021425,5-Dimethyl-2,4-imidazolidinedithione

Product 1

HCID 178418227HCID 178418227, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

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.

Workup

  1. concentrationconcentrated in vacuo
  2. additionThe residue was treated
  3. custompurified by column chromatography (CHCl3)
  4. customRecrystallization from diethyl ether-n-hexane

Sources & evidence

ORD record
ord-2f49fa4e191649188ac77496c1af416a
Source dataset
uspto-grants-1998_03
Patent number
US05733922

Linked notes

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