Thionyl Chloride → 3-(Chloromethyl)benzoselenazolinone

HRID 5919Notes

Reaction equation

HRID 5919 reaction equation
S(Cl)([Cl:3])=O.O[CH2:6][N:7]1[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=2[Se:9](=[O:16])[CH2:8]1>C(Cl)(Cl)Cl>[Cl:3][CH2:6][N:7]1[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=2[Se:9](=[O:16])[CH2:8]1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 867472283-(Hydroxymethyl)benzoselenazolinone

Product 1

HCID 867472293-(Chloromethyl)benzoselenazolinone

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

0.55 cm3 of thionyl chloride (0.02 mol) is added dropwise and with stirring into a round-bottom flask containing 0.01 mol of 3-(hydroxymethyl)benzoselenazolinone dissolved in 100 cm3 of chloroform. The mixture is brought to reflux for 2 hours and the chloroform is then evaporated off under reduced pressure. The product is recrystallized in cyclohexane.

Workup

  1. temperatureto reflux for 2 hours
  2. customthe chloroform is then evaporated off under reduced pressure
  3. customThe product is recrystallized in cyclohexane

Sources & evidence

ORD record
ord-7bbf869560ef405cb4745a650ec1ed60
Source dataset
uspto-grants-1993_09
Patent number
US05246951

Reaction notes

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