3-Pyridinecarbonyl chloride, hydrochloride (1:1) → HCID 14049649, compound

HRID 466140Notes

Reaction equation

HRID 466140 reaction equation
Cl.[C:2](Cl)(=[O:9])[C:3]1[CH:8]=[CH:7][CH:6]=[N:5][CH:4]=1.[Cl:11][C:12]1[C:13]([OH:19])=[CH:14][C:15](=[O:18])[NH:16][CH:17]=1>N1C=CC=CC=1>[Cl:11][C:12]1[C:13]([O:19][C:2](=[O:9])[C:3]2[CH:8]=[CH:7][CH:6]=[N:5][CH:4]=2)=[CH:14][C:15](=[O:18])[NH:16][CH:17]=1

Participants

4

Reactant 2

HCID 884383-Pyridinecarbonyl chloride, hydrochloride (1:1)HCID 54679224Gimeracil

Product 1

HCID 14049649HCID 14049649, compoundYield 51%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A 2.93 g quantity of nicotinoyl chloride hydrochloride was added to a suspension of 2.00 g of 5-chloro-4-hydroxy-2-pyridone in 100 ml of pyridine, and the mixture was stirred at room temperature for 9 hours. The reaction mixture was concentrated and the concentrate was washed with ethyl acetate and water, thereby producing 1.77 g of the title compound in a yield of 51%.

Workup

  1. concentrationThe reaction mixture was concentrated
  2. washthe concentrate was washed with ethyl acetate and water

Sources & evidence

ORD record
ord-c9f1986ae26f4115b782db1648502d9d
Source dataset
uspto-grants-1992_10
Patent number
US05155113

Reaction notes

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