Hydroxyamine hydrochloride → N-[(1-Methyl-1H-pyrrol-2-yl)methylidene]hydroxylamine

HRID 656287Notes

Reaction equation

HRID 656287 reaction equation
[CH3:1][C:2]1C=[CH:5][NH:4][C:3]=1C=O.Cl.[NH2:10][OH:11].[C:12]([O-])(=O)[CH3:13].[Na+]>CO>[CH3:5][N:4]1[CH:3]=[CH:2][CH:1]=[C:12]1[CH:13]=[N:10][OH:11]

Participants

5

Reactant 3

HCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium AcetateHCID 114235663-methyl-1H-pyrrole-2-carbaldehyde

Product 1

HCID 303531N-[(1-Methyl-1H-pyrrol-2-yl)methylidene]hydroxylamineYield 88.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Methyl-2-pyrrolecarboxaldehyde (5 g), hydroxylamine hydrochloride (9.55 g) and sodium acetate (11.28 g) were dissolved in methanol (100 ml) and the solution was refluxed for 12 hours. Aftre confirming the completion of the reaction using TLC, the resulting mixture was purified by column-chromatography (ethyl acetate/hexane=3/1) to yield the compound (5.01 g, 88%) as a brown solid.

Workup

  1. temperaturethe solution was refluxed for 12 hours
  2. customthe resulting mixture was purified by column-chromatography (ethyl acetate/hexane=3/1)

Sources & evidence

ORD record
ord-c08aeab8ff784df5a663ac98b5911cdf
Source dataset
uspto-grants-2011_12
Patent number
US08071650B2

Reaction notes

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