Dimethyl Sulfate → 2-Benzoyl-3-nitro-6-methylmercapto-pyridine

HRID 1706414Notes

Reaction equation

HRID 1706414 reaction equation
[C:1]([C:9]1[C:14]([N+:15]([O-:17])=[O:16])=[CH:13][CH:12]=[C:11]([SH:18])[N:10]=1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.S(OC)(O[CH3:23])(=O)=O>[OH-].[Na+].O>[C:1]([C:9]1[C:14]([N+:15]([O-:17])=[O:16])=[CH:13][CH:12]=[C:11]([S:18][CH3:23])[N:10]=1)(=[O:8])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 2

HCID 6497Dimethyl SulfateHCID 178519505HCID 178519505, compound

Product 1

HCID 540683172-Benzoyl-3-nitro-6-methylmercapto-pyridine

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 14798Sodium HydroxideSolvent

Procedure

150 grams of 2-benzoyl-3-nitro-6-mercaptopyridine were dissolved in a solution of 45 grams of sodium hydroxide in 2.5 liters of water and hereto there was added dropwise at 35° C. with stirring 90 ml. of dimethyl sulfate. Then the composition was stirred for one hour at 40° C. After cooling the precipitated crystals were filtered off with suction and recrystallized from 1.8 liters of methanol.

Workup

  1. additionwas added dropwise at 35° C.
  2. stirringThen the composition was stirred for one hour at 40° C
  3. temperatureAfter cooling the precipitated crystals
  4. filtrationwere filtered off with suction
  5. customrecrystallized from 1.8 liters of methanol

Sources & evidence

ORD record
ord-8dd1fdca344f4d409a0a60a713056135
Source dataset
uspto-grants-1980_06
Patent number
US04207322

Reaction notes

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