Ethyl isocyanate → HCID 54738561, compound

HRID 466137Notes

Reaction equation

HRID 466137 reaction equation
[CH2:1]([N:3]=[C:4]=[O:5])[CH3:2].[OH:6][C:7]1[CH:12]=[CH:11][NH:10][C:9](=[O:13])[CH:8]=1>N1C=CC=CC=1>[CH2:1]([NH:3][C:4]([N:10]1[CH:11]=[CH:12][C:7]([OH:6])=[CH:8][C:9]1=[O:13])=[O:5])[CH3:2]

Participants

4

Reactant 2

HCID 8022Ethyl isocyanateHCID 546960044-Hydroxy-2(1H)-pyridinone

Product 1

HCID 54738561HCID 54738561, compoundYield 30.1%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A 2.50 ml quantity of ethyl isocyanate was added to a suspension of 3.00 g of 4-hydroxy-2-pyridone in 20 ml of pyridine, and the mixture was stirred at room temperature for one hour. The solvent was distilled off and the residue was dissolved in 50 ml of ethyl acetate. The solution was washed twice with 30 ml of water. The ethyl acetate layer was dried on anhydrous sodium sulfate and concentrated. The concentrate was recrystallized from ethanol-ether, thereby producing 1.48 g of the title compound in a yield of 30.1%.

Workup

  1. distillationThe solvent was distilled off
  2. dissolutionthe residue was dissolved in 50 ml of ethyl acetate
  3. washThe solution was washed twice with 30 ml of water
  4. dry with materialThe ethyl acetate layer was dried on anhydrous sodium sulfate
  5. concentrationconcentrated
  6. customThe concentrate was recrystallized from ethanol-ether

Sources & evidence

ORD record
ord-cf23cf6a1b7347bd9dd98e028ff045e8
Source dataset
uspto-grants-1992_10
Patent number
US05155113

Reaction notes

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