Hydroxylamine → Cyanoacetic acid

HRID 2301291Notes

Reaction equation

HRID 2301291 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH:7]=[CH:8][C:9]#[N:10])[CH:2]=1.N[OH:12].[CH2:13]([OH:15])[CH3:14].O>N1C=CC=CC=1>[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH:7]=[CH:8][C:9]#[N:10])[CH:2]=1.[CH:3]1[CH:2]=[N:1][CH:6]=[C:14]([CH:13]=[O:15])[CH:4]=1.[C:9]([CH2:14][C:13]([OH:12])=[O:15])#[N:10]

Participants

7

Reactant 3

HCID 787HydroxylamineHCID 19096565Water ethanolHCID 537301363-(3-Pyridinyl)-2-propenenitrile

Product 3

HCID 9740Cyanoacetic acidHCID 103713-PyridinecarboxaldehydeHCID 537301363-(3-Pyridinyl)-2-propenenitrile

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

3-(3-pyridyl) acrylic acid amidoxime was prepared by the reaction of 3-(3-pyridyl)-acrylonitrile with hydroxylamine under the usual conditions in ethanol-water solution. The 3-(3-pyridyl)acrylonitrile was obtained from nicotinic aldehyde with cyanoacetic acid in pyridine solution by literature method (J. Am. Chem. Soc. 65, 22(1943)).

Sources & evidence

ORD record
ord-3b896b314bdf404290df2e2ca6aaf288
Source dataset
uspto-grants-2002_12
Patent number
US06500823B1

Reaction notes

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