Ammonium Hydroxide → 4-Amino-3,5,6-trifluoro-2-cyanopyridine

HRID 378779Notes

Reaction equation

HRID 378779 reaction equation
[F:1][C:2]1[C:3]([C:11]#[N:12])=[N:4][C:5]([F:10])=[C:6]([F:9])[C:7]=1F.[OH-].[NH4+:14]>CN(C=O)C.O>[NH2:14][C:7]1[C:6]([F:9])=[C:5]([F:10])[N:4]=[C:3]([C:11]#[N:12])[C:2]=1[F:1]

Participants

5

Reactant 2

HCID 14923Ammonium HydroxideHCID 224634683,4,5,6-Tetrafluoropyridine-2-carbonitrile

Product 1

HCID 226774074-Amino-3,5,6-trifluoro-2-cyanopyridineYield 92%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

To a solution of 3,4,5,6-tetrafluoro-2-cyanopyridine in DMF (75 mL) at 0C was slowly added concentrated ammonium hydroxide (15 mL). The reaction was stirred and additional 15 min and the solution was diluted with water (150 mL). The solid was collected and air dried to give 4-amino-3,5,6-trifluoro-2-cyanopyridine (25.5 g, 0.16 mol, 92%); mp 291-30 C.

Workup

  1. customThe solid was collected
  2. customair dried

Sources & evidence

ORD record
ord-863ffce9f2b545329952788ae4bad168
Source dataset
uspto-grants-2001_10
Patent number
US06297197B1

Reaction notes

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