Hydrochloric Acid → 4,5-Dimethyl-2-(4-methylphenyl)oxazole N-Oxide Hydrochloride

HRID 1087418Notes

Reaction equation

HRID 1087418 reaction equation
[ClH:1].[C:2]1([CH3:10])[CH:7]=[CH:6][C:5]([CH:8]=[O:9])=[CH:4][CH:3]=1.[N:11](=[C:13]([CH3:17])[C:14](=O)[CH3:15])[OH:12]>C(OCC)(=O)C>[ClH:1].[CH3:17][C:13]1[N+:11]([O-:12])=[C:8]([C:5]2[CH:6]=[CH:7][C:2]([CH3:10])=[CH:3][CH:4]=2)[O:9][C:14]=1[CH3:15]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 77254-MethylbenzaldehydeHCID 63989692-Oxime 2,3-butanedione

Product 1

HCID 198887574,5-Dimethyl-2-(4-methylphenyl)oxazole N-Oxide Hydrochloride

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

At 0°-5° C., dry HCl was bubble through a solution of p-tolualdehyde (125 g, 1.04 mol) and 3-oximino-2-butanone (95.6 g, 0.946 mol) in 350 ml of ethyl acetate. Title product was precipitated by dilution with ether and recovered by filtration with ether wash, 207 g; mp 198°-200° C. (dec).

Workup

  1. customTitle product was precipitated by dilution with ether
  2. filtrationrecovered by filtration with ether
  3. washwash

Sources & evidence

ORD record
ord-3c565da24de3421a982e69539c0d46f8
Source dataset
uspto-grants-1991_07
Patent number
US05036079

Reaction notes

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