Stannous chloride dihydrate → HCID 16777787, compound

HRID 1106761Notes

Reaction equation

HRID 1106761 reaction equation
[CH3:1][C:2]1[C:7]([N+:8]([O-])=O)=[CH:6][CH:5]=[CH:4][C:3]=1[NH:11][S:12]([CH3:15])(=[O:14])=[O:13].O.O.[Sn](Cl)Cl.C(=O)(O)[O-].[Na+]>C(O)C.C(OCC)(=O)C>[NH2:8][C:7]1[C:2]([CH3:1])=[C:3]([NH:11][S:12]([CH3:15])(=[O:14])=[O:13])[CH:4]=[CH:5][CH:6]=1

Participants

6

Reactant 3

HCID 61436Stannous chloride dihydrateHCID 516892Sodium BicarbonateHCID 4433548HCID 4433548, compound

Product 1

HCID 16777787HCID 16777787, compoundYield 76.6%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of N-(2-methyl-3-nitro-phenyl)-methanesulfonamide (1.5 g) and tin(II) chloride dihydrate (7.4 g) in ethanol (15 mL) and ethyl acetate (15 mL, from Burdick and Jackson, Muskegon, Mich.) was stirred at room temperature overnight. The reaction mixture was treated with saturated sodium bicarbonate solution to pH>9. The mixture was filtered and the filtrate was washed with water and brine. After drying over anhydrous sodium sulfate and evaporation of solvent, N-(3-amino-2-methyl-phenyl)-methanesulfonamide (1 g) was obtained.

Workup

  1. filtrationThe mixture was filtered
  2. washthe filtrate was washed with water and brine
  3. dry with materialAfter drying over anhydrous sodium sulfate and evaporation of solvent

Sources & evidence

ORD record
ord-62a81884d3af476e8f3f695a2cc440f5
Source dataset
uspto-grants-2000_05
Patent number
US06057349

Reaction notes

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