Dimethyl Sulfate → 2-(Methylthio)-5-nitropyridine

HRID 1649142Notes

Reaction equation

HRID 1649142 reaction equation
[SH:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][N:3]=1.[OH-].[Na+].[CH3:13]OS(OC)(=O)=O>O>[CH3:13][S:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][N:3]=1

Participants

5

Reactant 3

HCID 6497Dimethyl SulfateHCID 14798Sodium Hydroxide2×HCID 178526723C5H4N2O2S

Product 1

HCID 44393132-(Methylthio)-5-nitropyridine

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

4.68 gm (0.03 mol) of 2-mercapto-5-nitro-pyridine were dissolved, while gently heating, in a sodium hydroxide solution prepared by dissolving 1.32 gm (0.033 mol) of sodium hydroxide in 60 ml of water. 4.17 gm (0.033 mol) of dimethylsulfate were added to this solution, and the mixture was shaken well. The resulting precipitate was filtered off with suction, and the still moist product was recrystallized from ethanol. 2-Methylthio-5-nitro-pyridine was obtained.

Workup

  1. customprepared
  2. filtrationThe resulting precipitate was filtered off with suction
  3. customthe still moist product was recrystallized from ethanol

Sources & evidence

ORD record
ord-ba150343a0cc47adbfd2f771e6001dcb
Source dataset
uspto-grants-1983_11
Patent number
US04415566

Reaction notes

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