Stannous Chloride → HCID 10998894, compound

HRID 378984Notes

Reaction equation

HRID 378984 reaction equation
[O:1]=[S:2]1(=[O:16])[CH:6]([CH3:7])[C:5]2[C:8]([Cl:15])=[CH:9][CH:10]=[C:11]([N+:12]([O-])=O)[C:4]=2[NH:3]1.[Sn](Cl)Cl.C([O-])(O)=O.[Na+]>C(O)C>[O:16]=[S:2]1(=[O:1])[CH:6]([CH3:7])[C:5]2[C:8]([Cl:15])=[CH:9][CH:10]=[C:11]([NH2:12])[C:4]=2[NH:3]1

Participants

5

Reactant 3

HCID 24479Stannous ChlorideHCID 516892Sodium BicarbonateHCID 11118891HCID 11118891, compound

Product 1

HCID 10998894HCID 10998894, compoundYield 72.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To the solution of 1,3-dihydro-2,2-dioxo-4-chloro-3-methyl-7-nitro-2,1-benzisothiazole (50 mg, 0.19 mmol) in ethanol (5 ml), Tin (II) chloride (214 mg, 0.95 mmol) was added. The reaction mixture was stirred at reflux for about 4 hours. Then was cooled to room temperature. NaHCO3 (aqueous) was added to the reaction mixture until pH=7. Then the solution was extracted with ethyl acetate (3×). The combined organic layer was dried over MgSO4, filtered and concentrated under reduced pressure to give desired product (32 mg, 72%). EI-MS m/z 233.5 (M+)

Workup

  1. temperatureat reflux for about 4 hours
  2. extractionThen the solution was extracted with ethyl acetate (3×)
  3. dry with materialThe combined organic layer was dried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-ddbfd89327c64190bcb0d6a4f030bf10
Source dataset
uspto-grants-2001_10
Patent number
US06297265B2

Reaction notes

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