Water → HCID 57365610, compound

HRID 1169587Notes

Reaction equation

HRID 1169587 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][N:5]=[CH:4][C:3]=1[CH:8]=O.[OH2:10].Cl.[NH2:12]O.[OH-].[Na+]>CCO.CC(O)=O>[Cl:1][C:2]1[CH:7]=[CH:6][N:5]=[CH:4][C:3]=1[CH:8]=[N:12][OH:10]

Participants

7

Reactant 4

HCID 962WaterHCID 14798Sodium HydroxideHCID 443297Hydroxyamine hydrochlorideHCID 140466744-Chloropyridine-3-carbaldehyde

Product 1

HCID 57365610HCID 57365610, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 702EthanolSolvent

Procedure

4-Chloro-pyridine-3-carbaldehyde (10.0 g, 71 mmol) was dissolved in EtOH (12 ml). H2O (30 ml), ice (30 g) and hydroxylamine hydrochloride (5.40 g, 78 mmol) were added. To the resulting mixture was added over a period of 2 min a solution of 2 N NaOH (88.3 ml, 177 mmol). The resulting yellowish solution was stirred 2.5 h at r.t. before neutralisation with AcOH (pH=6). White crystals precipitated, were collected by filtration and washed with H2O (30 ml). The product was dried 1 h at 50° C. on the high vacuum to yield 9.25 g (84%) of a off white solid. m/z=157.1 ([M−H]−).

Workup

  1. customWhite crystals precipitated
  2. filtrationwere collected by filtration
  3. washwashed with H2O (30 ml)
  4. customThe product was dried 1 h at 50° C. on the high vacuum
  5. customto yield 9.25 g (84%) of a off white solid

Sources & evidence

ORD record
ord-07baa239dfbb4c0dbda1d0ce5446d3e4
Source dataset
uspto-grants-2010_11
Patent number
US07825123B2

Reaction notes

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