Chlorosuccinimide → HCID 178432819, compound

HRID 882973Notes

Reaction equation

HRID 882973 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-1f296f7b30c24fd8abc907ca7062245c
Source dataset
uspto-grants-2012_08
Patent number
US08236813B2

Reaction notes

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