Ammonia → 5-Nitro-2-(trifluoromethyl)pyridin-4-amine

HRID 895567Notes

Reaction equation

HRID 895567 reaction equation
[NH3:1].[F:2][C:3]([F:15])([F:14])[C:4]1[CH:9]=[C:8](Cl)[C:7]([N+:11]([O-:13])=[O:12])=[CH:6][N:5]=1>C1COCC1>[N+:11]([C:7]1[C:8]([NH2:1])=[CH:9][C:4]([C:3]([F:15])([F:14])[F:2])=[N:5][CH:6]=1)([O-:13])=[O:12]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 223800514-Chloro-5-nitro-2-(trifluoromethyl)pyridine

Product 1

HCID 223800265-Nitro-2-(trifluoromethyl)pyridin-4-amineYield 96%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Ammonia gas is bubbled through a solution of 2-trifluoromethyl-4-chloro-5-nitro-pyridine (4.12 g, 18.23 mmol) in anhydrous THF at room temperature for 3 h. Removal of solvent under reduced pressure affords 5-nitro-2-trifluoromethyl-pyridin-4-ylamine (3.6 g, 96%); 1H NMR (300 MHz, CDCl3): δ 7.15 (s, 1H), 9.15 (s,1H).

Workup

  1. customRemoval of solvent under reduced pressure

Sources & evidence

ORD record
ord-f434f309f2114b88a54f044210974e25
Source dataset
uspto-grants-2005_07
Patent number
US06916819B2

Reaction notes

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