m-Chloroperbenzoic acid → HCID 178508075, compound

HRID 555221

Reaction equation

HRID 555221 reaction equation
[NH2:1][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[CH:4][N:3]=1.ClC1C=CC=C(C(OO)=[O:19])C=1>CC(C)=O>[NH2:1][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[CH:4][N+:3]=1[O-:19]

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 778873-Nitropyridin-2-ylamine

Product 1

HCID 178508075HCID 178508075, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent3×

Procedure

To a solution of 2-amino-3-nitropyridine (5.0 g; 36 mmol) in acetone (250 mL) was added a solution of m-chloroperbenzoic acid (7.5 g; 100 mmol) in acetone (50 mL). The shiny orange solution was stirred at room temperature for 3 days. The resulting precipitate was dissolved again under heating and the solution poured onto a silica gel column. Column chromatography using acetone as eluant gave the title compound as an orange solid.

Workup

  1. dissolutionThe resulting precipitate was dissolved again
  2. temperatureunder heating
  3. additionthe solution poured onto a silica gel column

Sources & evidence

ORD record
ord-f7313a66e43d401fa561836b9a73d649
Source dataset
uspto-grants-2011_11
Patent number
US08053212B1

Linked notes

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