Hydrogen Bromide → HCID 11459455, compound

HRID 1266563Notes

Reaction equation

HRID 1266563 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([Cl:8])=[C:4]([CH3:9])[C:3]=1[CH3:10].OS(O)(=O)=O.[BrH:16].CC(N=NC(C#N)(C)C)(C#N)C.OO>ClC1C=CC=CC=1>[Cl:1][C:2]1[C:3]([CH3:10])=[C:4]([C:5]([Cl:8])=[CH:6][CH:7]=1)[CH2:9][Br:16]

Participants

7

Reactant 5

HCID 260Hydrogen BromideHCID 784Hydrogen PeroxideHCID 1118Sulfuric AcidHCID 6547AzobisisobutyronitrileHCID 11423868HCID 11423868, compound

Product 1

HCID 11459455HCID 11459455, compound

Reagents, catalysts & solvents 1

HCID 7964ChlorobenzeneSolvent

Conditions

Temperature
70 °C

Procedure

170.1 g (0.97 mol) of 3,6-dichloro-1,2-xylene are initially charged in 1180 ml of chlorobenzene, and 4.9 g of conc. H2SO4 and 203.1 g (1.18 mol) of 47% strength hydrobromic acid are added. The mixture is heated to 70° C., and 0.9 g of AIBN are added. Over a period of 5 h, 353.7 g (1.04 mol) of a 10% strength solution of hydrogen peroxide are added at 70-75° C., the mixture is stirred at 70-75° C. for 30 min, washed twice with 400 ml of water and once with 400 ml of saturated sodium bicarbonate solution, and the chlorobenzene is then distilled off.

Workup

  1. washwashed twice with 400 ml of water and once with 400 ml of saturated sodium bicarbonate solution
  2. distillationthe chlorobenzene is then distilled off

Sources & evidence

ORD record
ord-14dd84ff750c4271bafe2a5a060b362a
Source dataset
uspto-grants-2003_04
Patent number
US06548677B1

Reaction notes

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