Hydroxyamine hydrochloride → HCID 137199426, compound

HRID 927048Notes

Reaction equation

HRID 927048 reaction equation
[CH3:1][S:2]([C:5]1[CH:20]=[CH:19][C:8]([CH2:9][O:10][C:11]2[CH:12]=[CH:13][C:14]([CH:17]=O)=[N:15][CH:16]=2)=[CH:7][CH:6]=1)(=[O:4])=[O:3].Cl.[NH2:22][OH:23].C([O-])(O)=O.[Na+]>C(O)C.O>[CH3:1][S:2]([C:5]1[CH:20]=[CH:19][C:8]([CH2:9][O:10][C:11]2[CH:12]=[CH:13][C:14]([CH:17]=[N:22][OH:23])=[N:15][CH:16]=2)=[CH:7][CH:6]=1)(=[O:4])=[O:3]

Participants

6

Reactant 3

HCID 443297Hydroxyamine hydrochlorideHCID 516892Sodium BicarbonateHCID 90203267HCID 90203267, compound

Product 1

HCID 137199426HCID 137199426, compoundYield 83%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

To a solution of 5-(4-methanesulfonyl-benzyloxy)-pyridine-2-carbaldehyde (2.44 g, 8.4 mmol) in ethanol (1.5 mL) at 0° C. was added dropwise a solution of hydroxylamine hydrochloride (1.2 g) and NaHCO3 (1.6 g) in water (15 mL) and stirred at rt for 14 h. The reaction mixture was then filtered and the filtrate air-dried to yield 5-(4-methanesulfonyl-benzyloxy)-pyridine-2-carbaldehyde oxime (2.13 g, 83%) as a white solid.

Workup

  1. filtrationThe reaction mixture was then filtered
  2. customthe filtrate air-dried

Sources & evidence

ORD record
ord-3641c7254a0849c2b21416446061cb45
Source dataset
uspto-grants-2016_03
Patent number
US09290465B2

Reaction notes

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