Hydroxyamine hydrochloride → HCID 86634941, compound

HRID 1094642Notes

Reaction equation

HRID 1094642 reaction equation
[NH:1]1[C:9]2[C:4](=[CH:5][C:6]([C:10](=O)[CH3:11])=[CH:7][CH:8]=2)[CH:3]=[N:2]1.Cl.[NH2:14][OH:15].C([O-])(=O)C.[Na+]>C(O)C.O>[NH:1]1[C:9]2[C:4](=[CH:5][C:6]([C:10](=[N:14][OH:15])[CH3:11])=[CH:7][CH:8]=2)[CH:3]=[N:2]1

Participants

5

Reactant 3

HCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium AcetateHCID 391039881-(1H-Indazol-5-yl)ethan-1-one

Product 1

HCID 86634941HCID 86634941, compoundYield 71%

Reagents, catalysts & solvents 1

HCID 19096565Water ethanolSolvent

Conditions

Temperature
80 °C

Procedure

To a suspension of 1-(1H-indazole-5-yl)-ethanone (334 mg, 2.09 mmol) in EtOH-H2O (4:1, 10 ml) were added hydroxylamine hydrochloride (444 mg, 6.39 mmol) and sodium acetate (449 mg, 5.47 mmol). The reaction mixture was stirred at 80° C. for 15 hours and concentrated in vacuo. The residue was stirred with H2O at room temperature for 10 min. The solid obtained was collected by filtration, and rinsed with H2O. After drying, the title compound (260 mg, 71%) was obtained as a white solid. 1H NMR (270 MHz, DMSO-d6) δ ppm 2.22 (3H, s), 7.52 (1H, d, J=8.6 Hz), 7.79 (1H, d, J=8.6 Hz), 7.98 (1H, s), 8.10 (1H, s), 11.05 (1H, s), 13.13 (br.s, 1H). MS (ESI) m/z 176 (M+H)+, 174 (M−H)−.

Workup

  1. concentrationconcentrated in vacuo
  2. stirringThe residue was stirred with H2O at room temperature for 10 min
  3. customThe solid obtained
  4. filtrationwas collected by filtration
  5. washrinsed with H2O
  6. customAfter drying

Sources & evidence

ORD record
ord-5d02676dcf72401a8c5199a8c383aa1e
Source dataset
uspto-grants-2012_03
Patent number
US08134004B2

Reaction notes

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