Nitric Acid → 2,3-Diaminotoluene

HRID 993440Notes

Reaction equation

HRID 993440 reaction equation
[N+]([O-])(O)=O.S(=O)(=O)(O)O.[N+:10]([C:13]1[C:14]([N+:20]([O-])=O)=[C:15]([CH3:19])[CH:16]=[CH:17][CH:18]=1)([O-])=O>>[C:15]1([CH3:19])[CH:16]=[CH:17][CH:18]=[C:13]([NH2:10])[C:14]=1[NH2:20]

Participants

4

Reactant 3

HCID 944Nitric AcidHCID 1118Sulfuric AcidHCID 117612,3-Dinitrotoluene

Product 1

HCID 175932,3-Diaminotoluene

Procedure

In a process for producing a meta-toluene diamine mixture wherein toluene is contacted with nitric acid in the presence of sulfuric acid under conditions for producing a reaction product containing primarily a dinitrotoluene isomer mixture, the dinitrotoluene recovered and then contacted with hydrogen in the presence of a hydrogenation catalyst, the resulting reaction product containing 2,4- and 2,6-toluene diamine formed into a liquid toluene diamine mixture, distilled in a column at elevated temperature to remove any water, ortho-toluene diamine and by-products, the substantially anhydrous meta-toluene diamine isomer mixture recovered from the bottom of the column, the improvement for preparing the resulting meta-toluene diamine isomer mixture for storage and/or transport which comprises:

Workup

  1. customfor producing a reaction product
  2. customthe dinitrotoluene recovered
  3. customthe resulting reaction product

Sources & evidence

ORD record
ord-f8aa0388937c4b05909cafa646221880
Source dataset
uspto-grants-2002_10
Patent number
US06472564B1

Reaction notes

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