5-Nitro-3-(trifluoromethyl)-2-pyridinecarbonitrile → 5-Amino-3-(trifluoromethyl)pyridine-2-carbonitrile

HRID 2403639Notes

Reaction equation

HRID 2403639 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([C:12]([F:15])([F:14])[F:13])[C:7]([C:10]#[N:11])=[N:8][CH:9]=1)([O-])=O>C(O)(=O)C.[Fe]>[NH2:1][C:4]1[CH:5]=[C:6]([C:12]([F:15])([F:13])[F:14])[C:7]([C:10]#[N:11])=[N:8][CH:9]=1

Participants

4

Reactant 1

HCID 218748935-Nitro-3-(trifluoromethyl)-2-pyridinecarbonitrile

Product 1

HCID 135322465-Amino-3-(trifluoromethyl)pyridine-2-carbonitrileYield 91%

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 176Acetic AcidSolvent

Procedure

A mixture of 5-nitro-3-(trifluoromethyl)pyridine-2-carbonitrile 22 and iron powder in acetic acid is heated. 5-amino-3-(trifluoromethyl)pyridine-2-carbonitrile, 8 is obtained in a yield of 91%.

Workup

  1. temperatureis heated

Sources & evidence

ORD record
ord-afe80823a96e482586e90b148736fedd
Source dataset
uspto-grants-2014_08
Patent number
US08802689B2

Reaction notes

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