2,6-Dinitroaniline → 1,2,3-Triaminobenzene

HRID 1715533Notes

Reaction equation

HRID 1715533 reaction equation
[N+:1]([C:4]1[CH:10]=[CH:9][CH:8]=[C:7]([N+:11]([O-])=O)[C:5]=1[NH2:6])([O-])=O>C1COCC1>[NH2:1][C:4]1[CH:10]=[CH:9][CH:8]=[C:7]([NH2:11])[C:5]=1[NH2:6]

Participants

3

Procedure

15.0 g (82 mmol) of 2,6-dinitroaniline was dissolved in 150 g of THF and the reaction system was satisfactorily purged with nitrogen, to which 7.6 g of 5% Pd/C (hydrous) was added. Thereafter, the system was purged with hydrogen, followed by reaction at room temperature for 15 hours. After completion of the reaction, the reaction solution was filtered to remove Pd therefrom, and the resulting filtrate was condensed as it is to obtain the intended product. The thus obtained product was instable and was used as it is in a subsequent reaction.

Workup

  1. customthe reaction system was satisfactorily purged with nitrogen, to which 7.6 g of 5% Pd/C (hydrous)
  2. additionwas added
  3. customThereafter, the system was purged with hydrogen
  4. customfollowed by reaction at room temperature for 15 hours
  5. customAfter completion of the reaction
  6. filtrationthe reaction solution was filtered
  7. customto remove Pd
  8. customcondensed as it
  9. customto obtain the intended product
  10. customis in a subsequent reaction

Sources & evidence

ORD record
ord-68aaa54fa8a24864a9267167112b7276
Source dataset
uspto-grants-2010_09
Patent number
US07799894B2

Reaction notes

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