Substituted hydrazides of hydroxycarboxylic acids

Berdinskii, I. S.; Machulenko, L. N.; Pitirimova, S. G.

doi:10.1007/bf00500679

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2005

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“…Their synthesis is still difficult, and relatively few examples are known. Most of the α-hydroxyhydrazides described in the literature contain a tertiary alcoholic functionality and have been prepared by the treatment of α-ketohydrazides with Grignard reagents . Teleha reported a multistep synthesis of two α-hydroxyhydrazides with a secondary alcoholic functionality by reacting an O -TMS-protected α-hydroxyester with either 4-aminomorpholine or 1-aminopiperidine in the presence of trimethylaluminum .…”

Section: Introductionmentioning

confidence: 99%

Conventional and Microwave-Assisted Conversion of Substituted 3-Amino-oxazolidin-2,4-diones into N‘,N‘-Disubstituted α-Hydroxyhydrazides

Kurz¹,

Widyan²

2005

J. Org. Chem.

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Substituted 3-amino-oxazolidin-2,4-diones have been prepared by reacting cyanohydrins or alpha-hydroxyesters subsequently with 1,1'-carbonyldiimidazole and 1,1-disubstituted hydrazines followed by acidic hydrolysis in case of the intermediate 3-amino-4-imino-oxazolidin-2-ones. Conventional and microwave-assisted syntheses of N',N'-disubstituted alpha-hydroxyhydrazides have been accomplished by reacting substituted 3-amino-oxazolidin-2,4-diones with catalytic amounts of sodium methoxide in methanol.

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Section: Introductionmentioning

confidence: 99%