Bromine → 5-Bromo-2-isocyanato-1,3-di(propan-2-yl)benzene

HRID 1763415Notes

Reaction equation

HRID 1763415 reaction equation
[CH:1]([C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([CH:10]([CH3:12])[CH3:11])[C:5]=1[N:13]=[C:14]=[O:15])([CH3:3])[CH3:2].[Br:16]Br.S([O-])([O-])(=O)=O.[Na+].[Na+]>[Fe]>[CH:1]([C:4]1[CH:9]=[C:8]([Br:16])[CH:7]=[C:6]([CH:10]([CH3:11])[CH3:12])[C:5]=1[N:13]=[C:14]=[O:15])([CH3:2])[CH3:3]

Participants

5

Reactant 3

HCID 24408BromineHCID 24436Sodium SulfateHCID 922592,6-Diisopropylphenyl isocyanate

Product 1

HCID 178971045-Bromo-2-isocyanato-1,3-di(propan-2-yl)benzene

Reagents, catalysts & solvents 1

HCID 23925IronCatalyst

Conditions

Temperature
120 °C

Procedure

0.5 g of anhydrous iron-III chloride is added to 203 g of 2,6-diisopropyl-phenyl isocyanate and 162 g of bromine are added dropwise at 20° C. The mixture is then slowly warmed to 120° C until the evolution of gas has ceased. 3.0 g of anhydrous sodium sulfate are then added and the mixture is fractionated in vacuo.

Workup

  1. additionare added dropwise at 20° C

Sources & evidence

ORD record
ord-602193caef084564a7466dbbd3d51425
Source dataset
uspto-grants-1978_09
Patent number
US04112065

Reaction notes

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