Water → HCID 178480315, compound

HRID 974905Notes

Reaction equation

HRID 974905 reaction equation
[CH2:1]([N:8]=[C:9]([C:11]1[C:16]([C:17]([OH:19])=[O:18])=[CH:15][CH:14]=[CH:13][N:12]=1)[OH:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:20][I:21].O>[N+](C)([O-])=O>[I-:21].[CH2:1]([N:8]=[C:9]([C:11]1[C:16]([C:17]([OH:19])=[O:18])=[CH:15][CH:14]=[CH:13][N+:12]=1[CH3:20])[OH:10])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 962WaterHCID 6328Methyl iodideHCID 178524453HCID 178524453, compound

Product 1

HCID 178480315HCID 178480315, compound

Reagents, catalysts & solvents 1

HCID 6375NitromethaneSolvent

Procedure

190.5 g (0.8 mol) of pyridine-2,3-dicarboxylic acid N-benzylimide are dissolved in 800 ml of nitromethane, while heating, and 136 g (0.96 mol) of methyl iodide are added dropwise. The mixture is then boiled for 8 hours while cooling under reflux (cooling water 0° C.). After cooling, the solid is filtered off with suction and washed with methylene chloride. 123 g of dark red crystals having a melting point of 162°-165° C. (decomposition) are obtained.

Workup

  1. temperaturewhile heating
  2. temperaturewhile cooling
  3. temperatureunder reflux
  4. temperatureAfter cooling
  5. filtrationthe solid is filtered off with suction
  6. washwashed with methylene chloride
  7. customare obtained

Sources & evidence

ORD record
ord-6c10b52fed6d48529eb68153dd082122
Source dataset
uspto-grants-1997_03
Patent number
US05607942

Reaction notes

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