Hydrochloric Acid → HCID 57374294, compound

HRID 251935Notes

Reaction equation

HRID 251935 reaction equation
Cl[C:2](Cl)(Cl)[CH:3]([OH:5])O.[Cl:8][C:9]1[C:10]([CH3:16])=[C:11]([CH:13]=[CH:14][CH:15]=1)[NH2:12].S([O-])([O-])(=O)=O.[Na+].[Na+].Cl.Cl.[NH2:26][OH:27]>O>[Cl:8][C:9]1[C:10]([CH3:16])=[C:11]([NH:12][C:3](=[O:5])[CH:2]=[N:26][OH:27])[CH:13]=[CH:14][CH:15]=1

Participants

7

Reactant 5

HCID 313Hydrochloric AcidHCID 2707Chloral HydrateHCID 68943-Chloro-2-methylanilineHCID 24436Sodium SulfateHCID 443297Hydroxyamine hydrochloride

Product 1

HCID 57374294HCID 57374294, compoundYield 47.6%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 4.62 g of chloral hydrate, 3.5 g of 3-chloro-2-methylaniline, 30 g of anhydrous sodium sulfate, 120 ml of water and 2 ml of 2N hydrochloric acid was stirred at room temperature for 2 hours. Then, to the resulting mixture, 1.8 g of hydroxylamine hydrochloride was added, and the mixture was heated to reflux for 30 minutes. The reaction mixture was ice-cooled, and a deposited precipitate was collected by filtration to obtain 2.5 g of N-(3-chloro-2-methylphenyl)-2-(hydroxyimino)acetamide of the formula:

Workup

  1. temperaturethe mixture was heated
  2. temperatureto reflux for 30 minutes
  3. temperaturecooled
  4. filtrationa deposited precipitate was collected by filtration

Sources & evidence

ORD record
ord-a6018c69ca7c47afa85c9e4165e27db4
Source dataset
uspto-grants-2011_01
Patent number
US07867949B2

Reaction notes

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