Bromine → 250593-00-1

HRID 1061115Notes

Reaction equation

HRID 1061115 reaction equation
[CH3:1][C:2]1[C:7]([CH3:8])=[CH:6][CH:5]=[CH:4][C:3]=1[S:9][CH3:10].[Br:11]Br>C(O)(=O)C>[CH3:8][C:7]1[C:2]([CH3:1])=[C:3]([S:9][CH3:10])[CH:4]=[CH:5][C:6]=1[Br:11]

Participants

4

Reactant 2

HCID 24408BromineHCID 214853032,3-Dimethylphenyl methyl sulfide

Product 1

HCID 18757276250593-00-1

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

510 g (3.33 mol) of 2,3-dimethylthioanisole are initially charged in 3 l of glacial acetic acid, and a solution of 592 g (7.4 mol) of bromine in 1 l of glacial acetic acid is added dropwise at room temperature over a period of three hours. The reaction is slightly exothermic. The reaction mixture is stirred at room temperature for another 3.5 hours. The precipitate is then filtered off with suction and the filtrate is admixed with 270 g of sodium acetate and concentrated. The residue is taken up in 2 l of dichloromethane and washed twice with 2 l of sodium bicarbonate solution and twice with sodium chloride solution.

Workup

  1. filtrationThe precipitate is then filtered off with suction
  2. concentrationconcentrated
  3. washwashed twice with 2 l of sodium bicarbonate solution and twice with sodium chloride solution

Sources & evidence

ORD record
ord-a7459f87b6f546ebb01b5d042efaf26a
Source dataset
uspto-grants-2003_02
Patent number
US06525204B1

Reaction notes

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