Hydrochloric Acid → HCID 117770541, compound

HRID 1526290Notes

Reaction equation

HRID 1526290 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][N:5]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[CH3:14])[C:4](=[O:15])[C:3]=1[CH:16]=O.Cl.[NH2:19][OH:20].Cl>CC(O)C>[Cl:1][C:2]1[CH:7]=[CH:6][N:5]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[CH3:14])[C:4](=[O:15])[C:3]=1[CH:16]=[N:19][OH:20]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 443297Hydroxyamine hydrochlorideHCID 25149776HCID 25149776, compound

Product 1

HCID 117770541HCID 117770541, compoundYield 94.6%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 4-chloro-1-(2-methylphenyl)-2-oxo-1,2-dihydropyridine-3-carbaldehyde obtained in Step B (6.00 g), hydroxylamine hydrochloride (2.53 g), conc. hydrochloric acid (0.0740 mL) and 2-propanol (60 mL) was heated at 100° C. for 2 hr, and the mixture was cooled to room temperature, and concentrated under reduced pressure. To the residue was added ethyl acetate, and the mixture was washed with water and saturated brine, and dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure to give the title compound (6.02 g).

Workup

  1. temperaturethe mixture was cooled to room temperature
  2. concentrationconcentrated under reduced pressure
  3. additionTo the residue was added ethyl acetate
  4. washthe mixture was washed with water and saturated brine
  5. dry with materialdried over anhydrous sodium sulfate
  6. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-28ff17825ca04fe3a36ac4e863c62544
Source dataset
uspto-grants-2015_07
Patent number
US09085578B2

Reaction notes

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