Bromine → 2-Amino-5-bromopyridine-3-carbonitrile

HRID 2094770Notes

Reaction equation

HRID 2094770 reaction equation
[NH2:1][C:2]1[C:7]([C:8]#[N:9])=[CH:6][CH:5]=[CH:4][N:3]=1.[Br:10]Br>CC(O)=O>[NH2:1][C:2]1[C:7]([C:8]#[N:9])=[CH:6][C:5]([Br:10])=[CH:4][N:3]=1

Participants

4

Reactant 2

HCID 24408BromineHCID 8182592-Amino-3-cyanopyridine

Product 1

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

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

2-aminopyridine-3-carbonitrile 1 (0.56 g, 4.6 mmol) was dissolved in 10 mL HOAc, to which one equivalent of Na2CO2 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-9a8c5cd729b544af9db7c3cb687b6694
Source dataset
uspto-grants-2013_05
Patent number
US08445681B2

Reaction notes

Loading…