3,5-Dinitroaniline → 1,3,5-Triaminobenzene

HRID 1111626Notes

Reaction equation

HRID 1111626 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:8]=[C:9]([N+:11]([O-])=O)[CH:10]=1)[NH2:7])([O-])=O>[Pd].C(OCC)(=O)C>[C:6]1([NH2:7])[CH:5]=[C:4]([NH2:1])[CH:10]=[C:9]([NH2:11])[CH:8]=1

Participants

4

Reactant 1

HCID 120683,5-Dinitroaniline

Product 1

HCID 669521,3,5-TriaminobenzeneYield 99.6%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 1.0 g of 3,5-dinitroaniline, 0.5 g of 10% palladium on carbon catalyst and 100 ml of ethyl acetate is hydrogenated in a Parr shaker, filtered and evaporated to give 670 mg of 1,3,5-benzenetriamine.

Workup

  1. filtrationfiltered
  2. customevaporated

Sources & evidence

ORD record
ord-d6b7951141f54d95aec517323e3223de
Source dataset
uspto-grants-1978_10
Patent number
US04118418

Reaction notes

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