Water → HCID 178480315, compound

HRID 981093Notes

Reaction equation

HRID 981093 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-2c464381fc664bd2afc37d559e413b86
Source dataset
uspto-grants-1991_02
Patent number
US04990517

Reaction notes

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