3,4-Dinitrotoluene → 3,4-Dinitrobenzaldehyde

HRID 374895Notes

Reaction equation

HRID 374895 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH3:13])[CH:7]=[CH:8][C:9]=1[N+:10]([O-:12])=[O:11])([O-:3])=[O:2].BrN1C(=[O:20])CCC1=O>C(Cl)(Cl)(Cl)Cl.[W]>[N+:1]([C:4]1[CH:5]=[C:6]([CH:7]=[CH:8][C:9]=1[N+:10]([O-:12])=[O:11])[CH:13]=[O:20])([O-:3])=[O:2]

Participants

5

Reactant 2

HCID 118833,4-DinitrotolueneHCID 67184N-bromobutanimide

Product 1

HCID 33622013,4-Dinitrobenzaldehyde

Reagents, catalysts & solvents 2

HCID 23964TungstenCatalystHCID 5943Carbon TetrachlorideSolvent

Procedure

One equivalent of 3,4-dinitrotoluene and 2 equivalents of N-bromosuccinimide in carbon tetrachloride is irradiated with a 500 W tungsten lamp for 4 hours. The mixture is filtered and the filtrated is shaken with a solution of aqueous potassium carbonate. The organic layer is evaporated in vacuo to give 3,4-dinitrobenzaldehyde.

Workup

  1. filtrationThe mixture is filtered
  2. customThe organic layer is evaporated in vacuo

Sources & evidence

ORD record
ord-11da24e3853b4b24b0cdb559065cb01c
Source dataset
uspto-grants-1996_01
Patent number
US05482971

Reaction notes

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