Sodium Carbonate → 2-Amino-5-bromopyridine-3-carbonitrile

HRID 909273Notes

Reaction equation

HRID 909273 reaction equation
[NH2:1][C:2]1[C:7]([C:8]#[N:9])=[CH:6][CH:5]=[CH:4][N:3]=1.C([O-])([O-])=O.[Na+].[Na+].[Br:16]Br>>[NH2:1][C:2]1[C:7]([C:8]#[N:9])=[CH:6][C:5]([Br:16])=[CH:4][N:3]=1

Participants

4

Reactant 3

HCID 10340Sodium CarbonateHCID 24408BromineHCID 8182592-Amino-3-cyanopyridine

Product 1

HCID 242291992-Amino-5-bromopyridine-3-carbonitrile

Procedure

2-aminopyridine-3-carbonitrile 1 (0.56 g, 4.6 mmol) was dissolved in 10 mL HOAC, to which one equivalent of Na2CO3 was added. Then, 1.1 equivalent of Br2 was added dropwise and reaction mixture was stirred at room temperature for 30 minutes. Orange precipitation was formed and filtered off to obtain the desired compound 2 in quantitative yield. The compound was carried on without further purification.

Workup

  1. additionwas added
  2. customreaction mixture
  3. customOrange precipitation
  4. customwas formed
  5. filtrationfiltered off

Sources & evidence

ORD record
ord-36b1b232d7fd49ba873ee24d75253e2e
Source dataset
uspto-grants-2011_09
Patent number
US08017781B2

Reaction notes

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