Hydroxyamine hydrochloride → HCID 3052163, compound

HRID 1701714Notes

Reaction equation

HRID 1701714 reaction equation
[C:1]1([C:6]([C:8]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[C:11]([O:18][CH2:19][C:20]([OH:22])=[O:21])=[CH:10][CH:9]=2)=O)[S:5][CH:4]=[CH:3][CH:2]=1.Cl.[NH2:24][OH:25]>N1C=CC=CC=1>[S:5]1[CH:4]=[CH:3][CH:2]=[C:1]1[C:6](=[N:24][OH:25])[C:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[C:11]([O:18][CH2:19][C:20]([OH:22])=[O:21])=[CH:10][CH:9]=1

Participants

4

Reactant 2

HCID 443297Hydroxyamine hydrochlorideHCID 3052162Acetic acid, ((4-(2-thienylcarbonyl)-1-naphthalenyl)oxy)-

Product 1

HCID 3052163HCID 3052163, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

5 g [4-(2-thenoyl)-1-naphthyloxy]-acetic acid are dissolved in 50 ml pyridine. 1.5 g hydroxylamine hydrochloride are introduced in solution and the mixture maintained at reflux temperature for 12 hours. The solvent is then removed under reduced pressure, the residue washed with a dilute aqueous hydrochloric acid solution; the oxime obtained with a 95% yield, which is a mixture of two stereoisomers, melts at 215° C.

Workup

  1. temperaturethe mixture maintained
  2. temperatureat reflux temperature for 12 hours
  3. customThe solvent is then removed under reduced pressure
  4. washthe residue washed with a dilute aqueous hydrochloric acid solution

Sources & evidence

ORD record
ord-e086073a3dc34823ababfa8464eb2fd7
Source dataset
uspto-grants-1980_03
Patent number
US04195093

Reaction notes

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