Synthesis and physical properties of some new 4-pyridone extractants

Jakopcic, K.; Tamhina, B.; Zorko, F.; Herak, Mirta

doi:10.1016/0022-1902(77)80345-x

Cited by 40 publications

(7 citation statements)

References 9 publications

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“…Utjecaj kiselog katalizatora posebno je došao do izražaja u pripravi 3-hidroksi-2-metil-1-(p-nitrofenil)piridin-4-ona (p-nitrofenil-supstituirani 3,4-HP) u izravnoj sintezi u autoklavu (shema 2a) koju su proveli Jakopčić i sur. 17 U nekataliziranoj reakciji produkt nastaje u tragovima, dok je prinos reakcije 47 % ako se u sintezi upotrebljavaju katalitičke količine p-TsOH ili H 2 SO 4 .…”

Section: 17-20unclassified

“…Utjecaj vrste kiselog katalizatora na prinos produkta te optimalno vrijeme trajanja reakcije ispitano je na primjeru priprave jednog N-arilnog derivata, 3-hidroksi-2-metil-1-(p-metoksifenil)piridin-4-ona (shema 5) izravnom metodom u autoklavu. 6 Rezultati su pokazali da reakcija koja je provedena uz p-TsOH već nakon 24 h rezultira nešto većim prinosom (63 %) u odnosu na nekataliziranu reakciju 17 (40 h, 56 %, shema 2a). Nadalje, pokazalo se da produljenje vremena reakcije ne utječe bitno na prinos produkta.…”

Section: 17-20unclassified

“…Upravo to je glavni razlog zašto se ta vrsta spojeva danas istražuje ponajprije u svrhu uklanjanja viška navedenih metala iz organizma odnosno kao potencijalni kelatoterapeutici. Zbog svojih kelirajućih svojstava, osim u farmaceutske svrhe, ti se spojevi dodatno istražuju i u analitičkoj kemiji za ekstrakciju 6,8,17,[23][24][25] pojedinih metala iz vodenih otopina, pri čemu se sastav nastalih kompleksa i sposobnost keliranja liganda najčešće određu-ju UV-Vis-spektrofotometrijskim tehnikama.…”

Section: 18unclassified

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3-Hidroksipiridin-4-oni (I. dio): Priprava i kelirajući učinak

2016

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Section: 17-20unclassified

Section: 18unclassified

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3-Hidroksipiridin-4-oni (I. dio): Priprava i kelirajući učinak

2016

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“…Both pyridinone derivatives were synthesized following the procedure reported by Jakopčić et al 2 The incorporation of adamantyl moiety into 3,4-HPO structures was carried out in mild Steglich esterification conditions in the presence of coupling carbodiimide reagent and a catalytic amount of N,N-dimethylaminopyridine (DMAP).…”

Section: Synthesismentioning

confidence: 99%

Synthesis, Crystal and Molecular Structure of Novel Adamantyl Derivatives of N-Aryl Substituted 3-Hydroxy-2-methylpyridine-4-ones

Peroković¹,

Prugovečki²,

Car³

2013

Croat. Chem. Acta

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Abstract. Two novel potentially bioactive compounds, esters 2-methyl-1-phenylpyridine-4-one-3-yl adamantan-1-ylethanoate (1) and 1-(p-methoxyphenyl)-2-methylpyridine-4-one-3-yl adamantan-1-ylethanoate (2), were synthesized by esterification of adamantan-1-ylacetic acid with appropriate N-aryl substituted 3-hydroxypyridine-4-one derivatives. Both compounds are fully characterized using standard spectroscopic methods. Crystal and molecular structures of 1 and 2 were determined by the single crystal X-ray diffraction method. The crystal packing of both 1 and 2 shows separation of the hydrophobic and hydrophilic regions. The crystal structure of 1 is characterized by the two-dimensional hydrogen bonding layers parallel to (001). The crystal packing of 2 is characterized by hydrogen-bonded chains extended in the direction [010].

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“…In continuation of our work on the synthesis and properties of 3,4-HPO derivatives 11,19,20 and research in the field of coordinating capabilities of vanadium complexes 21 we report a single step synthesis of 3-hydroxy-1-(p-methoxyphenyl)-2-methylpyridine-4-one (HM) which we optimized by using the adequate catalyst and appropriate reaction time to obtain the most satisfactory yield. Detailed spectrophotometric studies of the extraction of vanadium(V) with HM from water solutions into chloroform are also described.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of 3-Hydroxy-1-(p-methoxyphenyl)-2-methylpyridine-4-one and Spectrophotometric Extraction Studies on its Complexation of Vanadium(V)

Peroković¹,

Ivšić²,

Car³

et al. 2014

Croat. Chem. Acta

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Abstract. In this paper a single step synthesis of 3-hydroxy-1-(p-methoxyphenyl)-2-methylpyridine-4-one (HM) using starting maltol and p-anisidine in the presence of acid catalyst (p-toluenesulfonic acid or HCl) is described. The reaction is carried out by heating the aqueous solution of the reactants and a catalyst in a sealed thick-walled glass tube at 150 °C at different reaction times in order to retrieve an optimal yield. The complexation reactions of vanadium(V) with HM as well as the extraction of V(V) from aqueous to organic phase were studied spectrophotometrically. The optimum conditions for extraction of vanadium(V) from aqueous phase, containing chloride or thiocyanate ions, to chloroform solution of HM and complex formation have been evaluated. Based on the results obtained by Job's and equilibrium shift methods the composition of the complexes has been found to be V(V) : Cl(SCN) : HM = 1:1:2.

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Synthesis and physical properties of some new 4-pyridone extractants

Cited by 40 publications

References 9 publications

3-Hidroksipiridin-4-oni (I. dio): Priprava i kelirajući učinak

3-Hidroksipiridin-4-oni (I. dio): Priprava i kelirajući učinak

Synthesis, Crystal and Molecular Structure of Novel Adamantyl Derivatives of N-Aryl Substituted 3-Hydroxy-2-methylpyridine-4-ones

Synthesis of 3-Hydroxy-1-(p-methoxyphenyl)-2-methylpyridine-4-one and Spectrophotometric Extraction Studies on its Complexation of Vanadium(V)

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