Sodium Bicarbonate → HCID 19426964, compound

HRID 741810Notes

Reaction equation

HRID 741810 reaction equation
[CH3:1][S:2][C:3]1[CH:4]=[C:5]([C:10]([C:12]2[S:13][CH:14]=[CH:15][N:16]=2)=[O:11])[CH:6]=[C:7]([F:9])[CH:8]=1.C1C=C([O:23]O)C(C(O)=O)=C(C(O)=O)C=1.C([O-])(O)=O.[Na+]>CO.C(Cl)Cl>[CH3:1][S:2]([C:3]1[CH:4]=[C:5]([C:10]([C:12]2[S:13][CH:14]=[CH:15][N:16]=2)=[O:11])[CH:6]=[C:7]([F:9])[CH:8]=1)=[O:23]

Participants

6

Reactant 3

HCID 516892Sodium BicarbonateHCID 19426995HCID 19426995, compoundHCID 198097063-Hydroperoxyphthalic acid

Product 1

HCID 19426964HCID 19426964, compoundYield 144.4%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

To a solution of sulfide from Step 1 (0.76 g, 2.99 mmol) in MeOH (1.5 mL) and CH2Cl2 (6 mL) at 0° C. was added the magnesium salt of monoperoxyphthalic acid (1.11 g, 1.80 mmol). The mixture was stirred at 0° C. for 1.25 h and then sat. aqueous NaHCO3 was added. The layers were separated and the aqueous phase was extracted with CH2Cl2. The combined organic layers were washed with H2O and dried over anhydrous MgSO4. Evaporation of the solvent and chromatography using toluene:EtOAc (25:75) gave 0.70 g of the title compound.

Workup

  1. customThe layers were separated
  2. extractionthe aqueous phase was extracted with CH2Cl2
  3. washThe combined organic layers were washed with H2O
  4. dry with materialdried over anhydrous MgSO4
  5. customEvaporation of the solvent and chromatography

Sources & evidence

ORD record
ord-e313df608cec40e9b350ca3c67a995d5
Source dataset
uspto-grants-1996_09
Patent number
US05552437

Reaction notes

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