Potassium Carbonate → N'-Hydroxy[(quinolin-8-yl)oxy]ethanimidamide

HRID 845342Notes

Reaction equation

HRID 845342 reaction equation
Cl.[NH2:2][OH:3].C(=O)([O-])[O-].[K+].[K+].[C:10]([CH2:12][O:13][C:14]1[CH:15]=[CH:16][CH:17]=[C:18]2[C:23]=1[N:22]=[CH:21][CH:20]=[CH:19]2)#[N:11]>O.C(O)C>[N:22]1[C:23]2[C:18](=[CH:17][CH:16]=[CH:15][C:14]=2[O:13][CH2:12][C:10](=[N:2][OH:3])[NH2:11])[CH:19]=[CH:20][CH:21]=1

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 443297Hydroxyamine hydrochlorideHCID 23004815[(Quinolin-8-yl)oxy]acetonitrile

Product 1

HCID 71443310N'-Hydroxy[(quinolin-8-yl)oxy]ethanimidamide

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent3×

Procedure

A solution of 6.4 g of hydroxylamine hydrochloride in 10 ml of water and 6.4 g of potassium carbonate in 10 ml of water is added dropwise at room temparature, within 15 minutes, to 15.8 g of 8-(cyanomethoxy)-quinoline in 100 ml of ethanol, in the course of which the reaction mixture warms up to 30° C. After 3 hours' stirring at room temperature, the reaction mixture is diluted with 250 ml of water; it is subsequently filtered, and the residue is washed with water and dried. There is thus obtained 2-(8-quinolinoxy)-acetamide oxime in the form of light-brown powder, m.p. 201°-204° C. (decomposition).

Workup

  1. customwarms up to 30° C
  2. filtrationit is subsequently filtered
  3. washthe residue is washed with water
  4. customdried

Sources & evidence

ORD record
ord-d17117f5a2864060beff436cb7ac037e
Source dataset
uspto-grants-1988_07
Patent number
US04758264

Reaction notes

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