Saccharin → HCID 86630495, compound

HRID 1673068Notes

Reaction equation

HRID 1673068 reaction equation
Cl[Pd:2]Cl.[Li+].[Cl-].CC([O-])=O.[Na+].[S:11]1([C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[C:15](=[O:16])[NH:14]1)(=[O:13])=[O:12]>CO.O>[Pd:2].[S:11]1([C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[C:15](=[O:16])[NH:14]1)(=[O:12])=[O:13]

Participants

7

Reactant 4

HCID 5143Saccharin2×HCID 24290Palladium ChlorideHCID 433294Lithium ChlorideHCID 517045Sodium Acetate

Product 1

HCID 86630495HCID 86630495, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolvent2×HCID 962WaterSolvent

Conditions

Temperature
25 °C

Procedure

Two-necked 25 ml RB flask was charged with PdCl2 (0.177 g, 1 mmol), LiCl (0.100 g, 2.4 m mol) and MeOH (2 ml). The resulting reaction mixture was stirred under argon atmosphere at 25° C. for 2.5 h. Then to the same reaction was added NaOAc (0.123 g, 1.5 mmol), and a solution of saccharin (formula 7) (0.183 g, 1 mmol) in MeOH (2 ml). The resulting reaction mixture was stirred at 25° C. for 72 h. Then distilled water (6 ml) was added to it and the solid was filtered on sintered funnel, washed with water and dried under reduced pressure (5 mm) for 3 h to afford palladium complex (formula 8) where in R═H and R1=Me as brown colored solid. Yield: 75%, mp: 240° C. (decomp.)

Workup

  1. customThe resulting reaction mixture
  2. customThen to the same reaction
  3. customThe resulting reaction mixture
  4. stirringwas stirred at 25° C. for 72 h
  5. filtrationthe solid was filtered on sintered funnel
  6. washwashed with water
  7. customdried under reduced pressure (5 mm) for 3 h

Sources & evidence

ORD record
ord-ce4ae0e549ee442cae82acbe6531d01c
Source dataset
uspto-grants-2011_08
Patent number
US07999112B2

Reaction notes

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