Iodine → HCID 13187371, compound

HRID 1379977Notes

Reaction equation

HRID 1379977 reaction equation
[Cl:1][CH2:2][CH:3]([C:5]1[CH:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[CH:7][CH:6]=1)[CH3:4].[Sb](Cl)(Cl)[Cl:15].II.P(Cl)(Cl)Cl.ClCl>>[Cl:15][C:6]1[CH:7]=[C:8]([N+:11]([O-:13])=[O:12])[CH:9]=[CH:10][C:5]=1[CH:3]([CH2:2][Cl:1])[CH3:4]

Participants

6

Reactant 5

HCID 807IodineHCID 24387Phosphorus trichlorideHCID 24526ChlorineHCID 24814Antimony trichlorideHCID 13187370HCID 13187370, compound

Product 1

HCID 13187371HCID 13187371, compound

Procedure

24 g (0.12 Mol) of 4(1-chloromethyl-ethyl)-nitrobenzene, 1 g of antimony trichloride, 50 mg of iodine and 16 mg of PCl3 are gradually warmed to 60°. Through the resulting homogeneous syrup a current of dry chlorine is passed at such a rate that the temperature inside the flask does not rise above 70°. When little more than the theoretical amount of chlorine is absorbed (5.3 g/20 minutes) the brown reaction mixture is cooled to ambient temperature and then taken up in 125 ml of toluene. The toluene solution is washed with five 150 ml portions of water, dried (Na2SO4) and evaporaed in vacuo.

Workup

  1. customdoes not rise above 70°
  2. customWhen little more than the theoretical amount of chlorine is absorbed (5.3 g/20 minutes) the brown reaction mixture
  3. washThe toluene solution is washed with five 150 ml portions of water
  4. dry with materialdried (Na2SO4)

Sources & evidence

ORD record
ord-8d90b54a307e41319f95a1d710fb0f24
Source dataset
uspto-grants-1986_04
Patent number
US04579585

Reaction notes

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