Bromine → 6-Amino-5-bromopyridine-3-carbonitrile

HRID 931040Notes

Reaction equation

HRID 931040 reaction equation
[NH2:1][C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][N:3]=1.[Br:10]Br>C(O)(=O)C>[NH2:1][C:2]1[C:9]([Br:10])=[CH:8][C:5]([C:6]#[N:7])=[CH:4][N:3]=1

Participants

4

Reactant 2

HCID 24408BromineHCID 8182602-Amino-5-cyanopyridine

Product 1

HCID 14912506-Amino-5-bromopyridine-3-carbonitrile

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To a solution of 6-aminonicotinonitrile (5.0 g) in acetic acid (50 mL) was added bromine (4.3 mL) under ice-cooling. The reaction mixture was stirred at room temperature for 3 days, and the precipitate was collected by filtration. The obtained solid was suspended in ethyl acetate and IPE, and collected by filtration to give the title compound (8.2 g).

Workup

  1. temperaturecooling
  2. filtrationthe precipitate was collected by filtration
  3. filtrationIPE, and collected by filtration

Sources & evidence

ORD record
ord-c37ee5a966f84b3ba9f10a38389ad20d
Source dataset
uspto-grants-2016_03
Patent number
US09296746B2

Reaction notes

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