Sodium Dithionite → HCID 10012332, compound

HRID 1033029Notes

Reaction equation

HRID 1033029 reaction equation
[CH3:1][S:2][C:3]1[CH:4]=[C:5]([N+:11]([O-])=O)[C:6](=[O:10])[NH:7][C:8]=1[CH3:9].S(S([O-])=O)([O-])=O.[Na+].[Na+]>CO>[NH2:11][C:5]1[C:6](=[O:10])[NH:7][C:8]([CH3:9])=[C:3]([S:2][CH3:1])[CH:4]=1

Participants

4

Reactant 2

HCID 24489Sodium Dithionite2×HCID 10262182HCID 10262182, compound

Product 1

HCID 10012332HCID 10012332, compoundYield 39,162.199%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a mixture of 5-methylthio-6-methyl-3-nitropyridin-2(1H)-one (0.60 g, 0.003 mmol) in MeOH (30 mL) at room temperature was added an aqueous solution of sodium hydrosulfite (Na2S2O4) (1.74 g, 0.01 mol). When the yellow color disappeared after addition of additional sodium hydrosulfite (1.7 g), the reaction mixture was extracted with CHCl3 (2×200 mL). The CHCl3 extracts were washed with saturated aqueous NaHCO3 solution, brine and then dried (MgSO4). On concentration under vacuum there was obtained 0.20 g (39.4% yield) of 3-amino-5-methylthio-6-methylpyridin-2(1H)-one as a light yellow solid which was used without further purification.

Workup

  1. extractionthe reaction mixture was extracted with CHCl3 (2×200 mL)
  2. washThe CHCl3 extracts were washed with saturated aqueous NaHCO3 solution, brine
  3. dry with materialdried (MgSO4)
  4. concentrationOn concentration under vacuum there

Sources & evidence

ORD record
ord-0ca46b8b707e412c88526667e53f49fb
Source dataset
uspto-grants-1994_05
Patent number
US05308854

Reaction notes

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