4-[(Z)-Amino(hydroxyimino)methyl]benzoic acid synthesis

3synthesis methods

Product Name:4-[(Z)-Amino(hydroxyimino)methyl]benzoic acid
CAS Number:23610-05-1
Molecular formula:C8H8N2O3
Molecular Weight:180.16

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4-[(Z)-Amino(hydroxyimino)methyl]benzoic acid

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Yield:-

Reaction Conditions:

with 8-quinolinol;hydroxylamine hydrochloride;potassium carbonate in ethanol;water;Reflux;

Steps:

I.1 1.1) Preparation of 4-[(Z)-N’-hydroxycarbamimidoyl]benzoic acid

To a solution of the 4-cyaono benzoic acid (500 g, 1 .0 eq.) in a mixture of ethanol and water (5 liter/2 liter) was added hydroxylamine hydrochloride (495 g, 2.0 eq.) and potassium carbonate (751 g, 1.5 eq.). To the resulting mixture, 8-hydroxyquinoline (6.5 g, 0.1 eq.) was added and it was heated under reflux until HPLC indicated complete conversion of the starting material. After cooling to ambient temperature, water was added and the resulting precipitate was collectedand dried to afford the title compound sufficiently pure to be used directly without further purification.

References:

WO2017/76739,2017,A1 Location in patent:Page/Page column 100

65695-05-8 Synthesis

METHYL 4-[(Z)-AMINO(HYDROXYIMINO)METHYL]BENZOATE

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References

1129-35-7 Synthesis

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References