Allyl bromide → HCID 21597458, compound

HRID 2117742Notes

Reaction equation

HRID 2117742 reaction equation
[S:1]1[C:5](=[O:6])[NH:4][C:3](=[O:7])[S:2]1.[CH2:8](Br)[CH:9]=[CH2:10].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH2:10]([N:4]1[C:3](=[O:7])[S:2][S:1][C:5]1=[O:6])[CH:9]=[CH2:8]

Participants

5

Reactant 3

HCID 7841Allyl bromideHCID 11430Potassium CarbonateHCID 4280021,2,4-Dithiazolidine-3,5-dione

Product 1

HCID 21597458HCID 21597458, compoundYield 111.8%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

Next, 4.0 g of the above 1,2,4-dithiazolidine-3,5-dione, 4.0 g of allyl bromide and 5.8 g of potassium carbonate were suspended in 65 ml of acetone, and the suspension liquid was stirred at room temperature for 6 hours, and then filtered. Then, the residual obtained by concentrating the filtrate was purified with a column to yield 5.8 g of N-allyl-1,2,4-dithiazolidine-3,5-dione. The N-allyl-1,2,4-dithiazolidine-3,5-dione was dissolved in 4.5 ml of chloroform, and 50 mg of 2,2′-azobisisobutylonitrile was added to this solution. The solution thus obtained was stirred at 60° C. for 4 days, and then 100 ml of acetone was added to the solution to precipitate a powder-like substance. The powder-like substance was recovered, washed with ethanol several times, and dried under a reduced pressure to yield 2.8 g of an allyl polymer. The reaction concerned is shown in the following formula (VII), G in formula (VII) being the allyl polymer. An infrared absorption spectrum of the allyl polymer G is shown in FIG. 5.

Workup

  1. filtrationfiltered
  2. customThen, the residual obtained
  3. concentrationby concentrating the filtrate
  4. customwas purified with a column

Sources & evidence

ORD record
ord-c1ae9872c5394fcf95a3a199b614e57e
Source dataset
uspto-grants-2008_10
Patent number
US07442758B2

Reaction notes

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