Hydroxyamine hydrochloride → HCID 75312454, compound

HRID 2220744Notes

Reaction equation

HRID 2220744 reaction equation
[CH2:1]1[CH2:11][C:9](=O)[C:4]2[CH:5]=[CH:6][CH:7]=[N:8][C:3]=2[CH2:2]1.Cl.[NH2:13][OH:14].C([O-])(=O)C.[Na+]>CO.O>[N:8]1[C:3]2[CH2:2][CH2:1][CH2:11][C:9](=[N:13][OH:14])[C:4]=2[CH:5]=[CH:6][CH:7]=1

Participants

6

Reactant 3

HCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium AcetateHCID 30168115(6H)-Quinolinone, 7,8-dihydro-

Product 1

HCID 75312454HCID 75312454, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

A mixture of 1.0 eq of 5,6,7,8-tetrahydroquinolinone-5 (93) (Tyger Scientific, T11850), 3.0 eq of hydroxylamine hydrochloride (Aldrich, 37,992-1), and 3.0 eq of sodium acetate in 50 mL of MeOH and 15 mL of H2O was refluxed for 4 hrs. The mixture was allowed to cool to rt. After rotary evaporation of the MeOH, 100 mL of H2O was added. The solid formed was collected by vacuum filtration. The solid collected was triturated with hexanes and dried under vacuum to give 94.

Workup

  1. temperaturewas refluxed for 4 hrs
  2. customAfter rotary evaporation of the MeOH, 100 mL of H2O
  3. additionwas added
  4. customThe solid formed
  5. filtrationwas collected by vacuum filtration
  6. customThe solid collected
  7. customwas triturated with hexanes
  8. customdried under vacuum

Sources & evidence

ORD record
ord-be81fa04bcc9478993a1a24d2e707b9b
Source dataset
uspto-grants-2008_08
Patent number
US07417152B2

Reaction notes

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