Bromine → 2-Amino-5-bromonicotinaldehyde hydrobromide

HRID 83021

Reaction equation

HRID 83021 reaction equation
[Br:1]Br.[NH2:3][C:4]1[C:9]([CH:10]=[O:11])=[CH:8][CH:7]=[CH:6][N:5]=1>C(O)(=O)C>[BrH:1].[NH2:3][C:4]1[N:5]=[CH:6][C:7]([Br:1])=[CH:8][C:9]=1[CH:10]=[O:11]

Participants

4

Reactant 2

HCID 24408BromineHCID 7376333-Pyridinecarboxaldehyde, 2-amino-

Product 1

HCID 866061462-Amino-5-bromonicotinaldehyde hydrobromideYield 165.3%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

A solution of bromine (1.05 mL, 20.0 mmol) in acetic acid (20 mL) was added to a solution of 2-amino-3-pyridinecarboxaldehyde (2.5 g, 20 mmol) in acetic acid (50 mL) at room temperature. The reaction mixture was then stirred overnight. The resulting precipitate was filtered and washed with diethyl ether to give the title compound as a white solid (4.66 g, 80%).

Workup

  1. filtrationThe resulting precipitate was filtered
  2. washwashed with diethyl ether

Sources & evidence

ORD record
ord-1e3510f160a743ec895def1e08a146d2
Source dataset
uspto-grants-2014_09
Patent number
US08846711B2

Linked notes

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