Hydrochloric Acid → 2-hydroxyimino-N-(4-methoxy-3-methylphenyl)acetamide

HRID 622695

Reaction equation

HRID 622695 reaction equation
Cl[C:2](Cl)(Cl)[CH:3]([OH:5])O.S([O-])([O-])(=O)=O.[Na+].[Na+].[OH2:15].O.O.O.O.O.O.O.O.O.S([O-])([O-])(=O)=O.[Na+].[Na+].[CH3:32][O:33][C:34]1[CH:40]=[CH:39][C:37]([NH2:38])=[CH:36][C:35]=1[CH3:41].Cl.Cl.[NH2:44]O>O>[CH3:32][O:33][C:34]1[CH:40]=[CH:39][C:37]([NH:38][C:3](=[O:5])[CH:2]=[N:44][OH:15])=[CH:36][C:35]=1[CH3:41]

Participants

8

Reactant 6

HCID 313Hydrochloric AcidHCID 2707Chloral HydrateHCID 24436Sodium SulfateHCID 62649Sodium sulfate decahydrateHCID 672973-Methyl-4-methoxybenzenamineHCID 443297Hydroxyamine hydrochloride

Product 1

HCID 713346932-hydroxyimino-N-(4-methoxy-3-methylphenyl)acetamide

Reagents, catalysts & solvents 1

HCID 962WaterSolvent4×

Procedure

To a stirred solution of chloral hydrate (123.5 g) in water (1650 ml) was added a solution of anhydrous sodium sulphate (500 g) in water (640 ml) followed by sodium sulphate decahydrate (644 g). A solution of 4-methoxy-3-methylaniline (94 g) in a mixture of concentrated hydrochloric acid (59 ml) and water (400 ml) was then added, followed by a solution of hydroxylamine hydrochloride (151 g) in water (690 ml). The mixture was boiled for 5 minutes and then left at room temperatue overnight. The solid product was collected, washed with water and dried to give the novel compound, N-(4-methoxy-3-methylphenyl)-2-hydroxyiminoacetamide, m.p. 163°-165°.

Workup

  1. additionwas then added
  2. waitleft at room temperatue overnight
  3. customThe solid product was collected
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-167996eb05134eea81d5f172b86bf1b0
Source dataset
uspto-grants-1988_09
Patent number
US04772614

Linked notes

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