Aldoxime → 7063-95-8

HRID 1606003Notes

Reaction equation

HRID 1606003 reaction equation
ClCl.[CH:3](=[N:5][OH:6])[CH3:4].C(=O)(O)[O-].[Na+].[Cl:12][C:13]1[C:14](=[O:21])[CH:15]=[CH:16][C:17](=[O:20])[C:18]=1[Cl:19]>O>[C:3](#[N+:5][O-:6])[CH3:4].[Cl:12][C:13]1[C:14](=[O:21])[C:15]2[C:3]([CH3:4])=[N:5][O:6][C:16]=2[C:17](=[O:20])[C:18]=1[Cl:19]

Participants

7

Reactant 4

HCID 7863AldoximeHCID 24526ChlorineHCID 1384232,3-Dichloro-1,4-benzoquinoneHCID 516892Sodium Bicarbonate

Product 2

HCID 5223917063-95-8HCID 21545721HCID 21545721, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of acetonitrile oxide was prepared by passing chlorine (10.8 grams) over 30 minutes into a stirred suspension of acetaldoxime (9 grams) and sodium bicarbonate (25.2 grams) in water at 0° C was added 2,3-dichlorobenzoquinone (17.7 grams) portionwise over 15 minutes. The mixture was stirred at 0°-5° C for 2 hours and then extracted with methylene chloride. The dried extracts were evaporated to dryness under reduced pressure and the residue recrystallized from ethanol to give the desired product as yellow crystals having a melting point of 214°-215° C.

Workup

  1. customover 30 minutes
  2. extractionextracted with methylene chloride
  3. customThe dried extracts were evaporated to dryness under reduced pressure
  4. customthe residue recrystallized from ethanol

Sources & evidence

ORD record
ord-a707d3f725624214a4ace320b4d506a7
Source dataset
uspto-grants-1976_04
Patent number
US03952003

Reaction notes

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