Bromine → 2-Amino-5-bromonicotinaldehyde hydrobromide

HRID 633975

Reaction equation

HRID 633975 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-7d7ab6aa56a64900bf92e710f3f0f273
Source dataset
uspto-grants-2016_04
Patent number
US09321769B2

Linked notes

Loading…