Bromine → 2-Amino-5-bromonicotinaldehyde hydrobromide

HRID 2172076

Reaction equation

HRID 2172076 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-004bfe9f392342fab47f97a990d27bd0
Source dataset
uspto-grants-2015_06
Patent number
US09051321B2

Linked notes

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