Hydroxyamine hydrochloride → HCID 137001369, compound

HRID 1526334Notes

Reaction equation

HRID 1526334 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N:8]1[C:13]([CH3:14])=[CH:12][C:11]([OH:15])=[C:10]([CH:16]=O)[C:9]1=[O:18].Cl.[NH2:20][OH:21].C([O-])(=O)C.[Na+]>CO.O>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N:8]1[C:13]([CH3:14])=[CH:12][C:11]([OH:15])=[C:10]([CH:16]=[N:20][OH:21])[C:9]1=[O:18]

Participants

5

Reactant 3

HCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium AcetateHCID 137001367HCID 137001367, compound

Product 1

HCID 137001369HCID 137001369, compoundYield 92.9%

Reagents, catalysts & solvents 1

HCID 22242641Methanol--water (1/1)Solvent

Conditions

Temperature
70 °C

Procedure

A mixture of 1-(2-chlorophenyl)-4-hydroxy-6-methyl-2-oxo-1,2-dihydropyridine-3-carbaldehyde obtained in Step B (3.95 g), hydroxylamine hydrochloride (2.08 g) and sodium acetate (2.46 g) in methanol/water (4:1, 75.0 mL) was heated at 70° C. for 2 hr, cooled to room temperature, and poured into ice water. The resulting solid was collected by filtration, washed with water, and dried under reduced pressure to give the title compound (3.88 g).

Workup

  1. temperaturecooled to room temperature
  2. filtrationThe resulting solid was collected by filtration
  3. washwashed with water
  4. customdried under reduced pressure

Sources & evidence

ORD record
ord-b55141ca02464d6d8c5484374d1d3119
Source dataset
uspto-grants-2015_07
Patent number
US09085578B2

Reaction notes

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