Sodium Sulfite → HCID 13019913, compound

HRID 2287086Notes

Reaction equation

HRID 2287086 reaction equation
Cl.[CH3:2][O:3][C:4]1[CH:9]=[CH:8][C:7]([N:10]2[CH:14]=[N:13][N:12]=[C:11]2SC)=[CH:6][CH:5]=1.[Mn]([O-])(=O)(=O)=O.[K+].[S:23]([O-:26])([O-])=[O:24].[Na+].[Na+].[C:29](=O)([O-])O.[Na+]>O.C(O)(=O)C>[CH3:2][O:3][C:4]1[CH:5]=[CH:6][C:7]([N:10]2[CH:11]=[N:12][N:13]=[C:14]2[S:23]([CH3:29])(=[O:26])=[O:24])=[CH:8][CH:9]=1

Participants

7

Reactant 4

HCID 24437Sodium SulfiteHCID 516875Potassium PermanganateHCID 516892Sodium BicarbonateHCID 23460956HCID 23460956, compound

Product 1

HCID 13019913HCID 13019913, compoundYield 80%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent

Procedure

To a stirred solution of 35.7 parts of 4-(4-methoxyphenyl)-3-(methylthio)-4H-1,2,4-triazole monohydrochloride in 100 parts of acetic acid and 300 parts of water are added portionwise 44 parts of potassium permanganate while the temperature has been kept at about 30° C. Upon completion, stirring is continued for 2 hours at room temperature. The reaction mixture is decoloured with a sodium sulfite solution and neutralized with sodium hydrogen carbonate. The whole is filtered and the filter-cake is boiled first twice in 320 parts of methanol and then twice in 360 parts of ethyl acetate, while each time, the mixture is filtered. The combined filtrates are evaporated and the residue is triturated in 200 parts of water. The product is filtered off, washed with water and with 2-propanol, and dried, yielding 28 parts (80%) of 4-(4-methoxyphenyl)-3-(methylsulfonyl)-4H-1,2,4-triazole; mp. 191.1° C.

Workup

  1. customhas been kept at about 30° C
  2. filtrationThe whole is filtered
  3. filtrationtwice in 360 parts of ethyl acetate, while each time, the mixture is filtered
  4. customThe combined filtrates are evaporated
  5. customthe residue is triturated in 200 parts of water
  6. filtrationThe product is filtered off
  7. washwashed with water and with 2-propanol
  8. customdried

Sources & evidence

ORD record
ord-025a2f9670484f548cf7d7b01b2c57d8
Source dataset
uspto-grants-1981_05
Patent number
US04268680

Reaction notes

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