Triethylamine → HCID 14049668, compound

HRID 466123Notes

Reaction equation

HRID 466123 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][NH:5][C:4](=[O:8])[CH:3]=1.C(N(CC)CC)C.[N+:16]([C:19]1[CH:27]=[CH:26][C:22]([C:23](Cl)=[O:24])=[CH:21][CH:20]=1)([O-:18])=[O:17]>O1CCOCC1>[N+:16]([C:19]1[CH:20]=[CH:21][C:22]([C:23]([O:1][C:2]2[CH:7]=[CH:6][NH:5][C:4](=[O:8])[CH:3]=2)=[O:24])=[CH:26][CH:27]=1)([O-:18])=[O:17]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 85024-Nitrobenzoyl chlorideHCID 546960044-Hydroxy-2(1H)-pyridinone

Product 1

HCID 14049668HCID 14049668, compoundYield 73.4%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

To a suspension of 1.00 g of 4-hydroxy-2-pyridone in 50 ml of dried dioxane were added 3.78 ml of triethylamine and a solution of 2.17 g of 4-nitrobenzoyl chloride in 30 ml of dried dioxane, and the mixture was refluxed for 6 hours. After the dioxane was distilled off, the residue was washed with water and then with a 1:1 mixture of methanol-acetone to obtain the title compound in an amount of 1.72 g (yield: 73.4%)

Workup

  1. distillationAfter the dioxane was distilled off
  2. washthe residue was washed with water
  3. additionwith a 1:1 mixture of methanol-acetone

Sources & evidence

ORD record
ord-853a4655318c49f9915fff3395687ee1
Source dataset
uspto-grants-1992_10
Patent number
US05155113

Reaction notes

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