Hydroxyamine hydrochloride → HCID 19086873, compound

HRID 477196Notes

Reaction equation

HRID 477196 reaction equation
O=[C:2]1[CH2:7][CH2:6][N:5]([C:8]([C:10]2[CH:11]=[C:12]3[C:17](=[CH:18][CH:19]=2)[NH:16][C:15](=[O:20])[CH2:14][CH2:13]3)=[O:9])[CH2:4][CH2:3]1.Cl.[NH2:22][OH:23].C([O-])(=O)C.[Na+]>C(O)C.O>[OH:23][N:22]=[C:2]1[CH2:7][CH2:6][N:5]([C:8]([C:10]2[CH:11]=[C:12]3[C:17](=[CH:18][CH:19]=2)[NH:16][C:15](=[O:20])[CH2:14][CH2:13]3)=[O:9])[CH2:4][CH2:3]1

Participants

6

Reactant 3

HCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium AcetateHCID 19086843HCID 19086843, compound

Product 1

HCID 19086873HCID 19086873, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

37 Grams of 6-(4-oxo-1-piperidylcarbonyl)-3,4-dihydrocarbostyril, 30.3 g of hydroxylamine.hydrochloride and 83.5 g of sodium acetate were dissolved in 600 ml of ethanol and 300 ml of water, the mixture was stirred overnight at room temperature. The crystals precipitated were collected by filtration, and recrystallized from ethanol to yield 16 g of 6-(4-hydroxylimino-1-piperidylcarbonyl)-3,4-dihydrocarbostyril. NMR (90 MHz, DMSO-d6)δppm: 2.20-2.63 (6H, m), 2.79-3.02 (2H, m), 3.20-3.68 (5H, m), 6.88 (1H, d, J=9 Hz), 7.13-7.30 (2H, m), 10.22 (1H, brs).

Workup

  1. customThe crystals precipitated
  2. filtrationwere collected by filtration
  3. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-96724149ed18490d859bb979da97a1b7
Source dataset
uspto-grants-1989_12
Patent number
US04886809

Reaction notes

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