1-Bromo-2-Chloroethane → 3-(2-Chloroethyl)Benzoselenazolinone

HRID 5917

Reaction equation

HRID 5917 reaction equation
C(=O)([O-])[O-].[K+].[K+].Br[CH2:8][CH2:9][Cl:10].[Se:11]1(=[O:20])[C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=2[N:13]=[CH:12]1>CN(C)C=O>[Cl:10][CH2:9][CH2:8][N:13]1[C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[Se:11](=[O:20])[CH2:12]1

Participants

5

Reactant 3

HCID 78491-Bromo-2-ChloroethaneHCID 11430Potassium CarbonateHCID 87879929Benzoselenazolinone

Product 1

HCID 867472273-(2-Chloroethyl)Benzoselenazolinone

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
50 °C

Procedure

0.06 mol of potassium carbonate and then 0.015 mol of 1-bromo-2-chloroethane are added to a solution of 0.015 mol of benzoselenazolinone in 30 cm3 of dimethylformamide. The mixture is heated to 50° C. with stirring for six hours. The inorganic precipitate is drained and then washed with dimethyl formamide. The DMF is evaporated off under reduced pressure and the residue is taken up with water. An extraction with ether is then carried out. The organic phase is dried over sodium sulfate and then filtered. The ether phase is evaporated to dryness under reduced pressure and the product is recrystallized in petroleum ether.

Workup

  1. washwashed with dimethyl formamide
  2. customThe DMF is evaporated off under reduced pressure
  3. extractionAn extraction with ether
  4. dry with materialThe organic phase is dried over sodium sulfate
  5. filtrationfiltered
  6. customThe ether phase is evaporated to dryness under reduced pressure
  7. customthe product is recrystallized in petroleum ether

Sources & evidence

ORD record
ord-f45c559759264321ac72a2b37dcee8d3
Source dataset
uspto-grants-1993_09
Patent number
US05246951

Linked notes

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