Chlorosuccinimide → HCID 178432819, compound

HRID 81689Notes

Reaction equation

HRID 81689 reaction equation
[OH:1][C:2]1[C:7]([C:8]([OH:10])=[O:9])=[CH:6][N:5]=[C:4]([CH3:11])[CH:3]=1.[Cl:12]N1C(=O)CCC1=O>C(#N)C>[Cl:12][C:3]1[C:4]([CH3:11])=[N:5][CH:6]=[C:7]([C:2]=1[OH:1])[C:8]([OH:10])=[O:9]

Participants

4

Reactant 2

HCID 31398ChlorosuccinimideHCID 178429106HCID 178429106, compound

Product 1

HCID 178432819HCID 178432819, compoundYield 88.2%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Commercially available 4-hydroxy-6-methyl-nicotinic acid (300 mg) was suspended in 3 ml of acetonitrile, and N-chlorosuccinimide (380 mg) was then added to the suspension. The resulting mixture was stirred at room temperature for 30 minutes. Thereafter, the reaction solution was heated under reflux for 45 minutes. After the disappearance of the materials had been confirmed, the reaction solution was cooled on ice, and the precipitate was then collected by filtration, so as to obtain the title compound (324 mg) as a solid.

Workup

  1. temperatureThereafter, the reaction solution was heated
  2. temperatureunder reflux for 45 minutes
  3. temperaturethe reaction solution was cooled on ice
  4. filtrationthe precipitate was then collected by filtration

Sources & evidence

ORD record
ord-53b2d5d9aa2b47ee9421320680f06c74
Source dataset
uspto-grants-2014_09
Patent number
US08846703B2

Reaction notes

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