Dimethyl Sulfoxide → HCID 14324510, compound

HRID 1460947Notes

Reaction equation

HRID 1460947 reaction equation
[CH2:1]([O:3][C:4](=[O:15])[C:5]1[CH:10]=[CH:9][C:8](Cl)=[C:7]([N+:12]([O-:14])=[O:13])[CH:6]=1)[CH3:2].[C:16]([C:20]1[O:24][N:23]=[C:22]([OH:25])[CH:21]=1)([CH3:19])([CH3:18])[CH3:17].CS(C)=O.C(=O)(O)[O-].[Na+]>O.CO>[C:16]([C:20]1[O:24][N:23]([C:8]2[CH:9]=[CH:10][C:5]([C:4]([O:3][CH2:1][CH3:2])=[O:15])=[CH:6][C:7]=2[N+:12]([O-:14])=[O:13])[C:22](=[O:25])[CH:21]=1)([CH3:19])([CH3:18])[CH3:17]

Participants

7

Reactant 4

HCID 679Dimethyl SulfoxideHCID 516892Sodium BicarbonateHCID 1268247Ethyl 4-chloro-3-nitrobenzoateHCID 178441207HCID 178441207, compound

Product 1

HCID 14324510HCID 14324510, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

Ethyl-4-chloro-3-nitro-benzoate (413.3 grams), 305 grams of 5-t-butyl-3-hydroxyiso-oxazole and 1 liter of dimethylsulfoxide were mixed together and stirred. Next 300 grams of sodium bicarbonate were added and the mixture was reacted at 90° C. for a period of 8 hours. The reaction mixture was then cooled, 1.5 liter of methanol was added, followed by the addition of 3 liters of water, and the crystals which precipitated out were recovered by filtration.

Workup

  1. customthe mixture was reacted at 90° C. for a period of 8 hours
  2. temperatureThe reaction mixture was then cooled
  3. customthe crystals which precipitated out
  4. filtrationwere recovered by filtration

Sources & evidence

ORD record
ord-869be193e679452eb25a459af3edd52c
Source dataset
uspto-grants-1991_12
Patent number
US05073473

Reaction notes

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