Hydrogen Bromide → alpha-Bromo-2-nitrotoluene

HRID 368795Notes

Reaction equation

HRID 368795 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[CH3:10])([O-:3])=[O:2].OS(O)(=O)=O.[BrH:16].N(C(C)(C)C#N)=NC(C)(C)C#N.C(OO)(=O)C>ClC1C=CC=CC=1>[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[CH2:10][Br:16])([O-:3])=[O:2]

Participants

7

Reactant 5

HCID 260Hydrogen BromideHCID 1118Sulfuric AcidHCID 6547AzobisisobutyronitrileHCID 6585Peracetic AcidHCID 69442-Nitrotoluene

Product 1

HCID 77569alpha-Bromo-2-nitrotoluene

Reagents, catalysts & solvents 1

HCID 7964ChlorobenzeneSolvent

Procedure

13.7 g of o-nitrotoluene, 38.8 g of chlorobenzene, 0.24 g of conc. H2SO4 and 19.8 g of 47% strength aqueous hydrobromic acid were mixed at 62° C. in a 250 ml stirred apparatus, 2.32 g of 2,2'-azobis(2-methylpropionitrile) were added and, while stirring vigorously, 11.6 g of peroxyacetic acid (32% strength) were added dropwise in small portions over the course of 25.5 hours.

Workup

  1. additionwere added

Sources & evidence

ORD record
ord-0f094735ee034fa2b302d0a23c9f1bdc
Source dataset
uspto-grants-2000_10
Patent number
US06133468

Reaction notes

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