PL424476A1 - (E)-oxime of 4'-phenyl-4-carboxychalcone and (Z)-oxime of 4'-phenyl-4-carboxychalcone and method for obtaining them simultaneously - Google Patents

(E)-oxime of 4'-phenyl-4-carboxychalcone and (Z)-oxime of 4'-phenyl-4-carboxychalcone and method for obtaining them simultaneously

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Publication number
PL424476A1
PL424476A1 PL424476A PL42447618A PL424476A1 PL 424476 A1 PL424476 A1 PL 424476A1 PL 424476 A PL424476 A PL 424476A PL 42447618 A PL42447618 A PL 42447618A PL 424476 A1 PL424476 A1 PL 424476A1
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PL
Poland
Prior art keywords
carboxychalcone
phenyl
oxime
formula
followed
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PL424476A
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Polish (pl)
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PL234095B1 (en
Inventor
Bartłomiej Potaniec
Mirosław Anioł
Original Assignee
Uniwersytet Przyrodniczy we Wrocławiu
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Application filed by Uniwersytet Przyrodniczy we Wrocławiu filed Critical Uniwersytet Przyrodniczy we Wrocławiu
Priority to PL424476A priority Critical patent/PL234095B1/en
Publication of PL424476A1 publication Critical patent/PL424476A1/en
Publication of PL234095B1 publication Critical patent/PL234095B1/en

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  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Przedmiotem zgłoszenia są związki: (E)-oksym 4'-fenylo-4-karboksychalkonu o wzorze 2 oraz (Z)-oksym 4'-fenylo-4-karboksychalkonu o wzorze 3. Przedmiotem zgłoszenia jest także sposób jednoczesnego ich otrzymywania. Sposób ten polega na tym, że do substratu, którym jest 4'-fenylo-4-karboksychalkon o wzorze 1, dodaje się chlorowodorek hydroksyloaminy, bezwodny siarczan(VI) sodu, następnie mieszaninę rozpuszczalników organicznych a aparaturę wypełnia się azotem. Po rozpuszczeniu się substratów dodaje się pirydynę, co stanowi mieszaninę reakcyjną, którą zabezpiecza się przed dostępem światła i pozostawia w temperaturze od 18°C do 28°C na okres od 5 do 14 dni. Mieszaninę reakcyjną wylewa się do schłodzonej wody albo wody z lodem, a następnie prowadzi się ekstrakcję rozpuszczalnikiem organicznym niemieszającym się z wodą, osusza bezwodnym siarczanem(VI) magnezu i/lub bezwodnym siarczanem(VI) sodu, a rozpuszczalnik odparowuje się, następnie otrzymany ekstrakt oczyszcza się na kolumnie chromatograficznej.The subject of the application are: (E) -oxime 4'-phenyl-4-carboxychalcone of formula 2 and (Z) -oxime of 4'-phenyl-4-carboxychalcone of formula 3. The subject of the application is also a method of their simultaneous preparation. This method consists in adding hydroxylamine hydrochloride, anhydrous sodium sulfate to the substrate, which is 4'-phenyl-4-carboxychalcone of formula 1, followed by the mixture of organic solvents and the apparatus being filled with nitrogen. After the substrates have dissolved, pyridine is added, which is a reaction mixture that is protected from light and left at a temperature of 18 ° C to 28 ° C for a period of 5 to 14 days. The reaction mixture is poured into cooled water or ice water, followed by extraction with a water-immiscible organic solvent, dried over anhydrous magnesium sulfate and / or anhydrous sodium sulfate, and the solvent is evaporated, then the obtained extract is purified on a chromatographic column.

PL424476A 2018-02-02 2018-02-02 (E)-oxime of 4'-phenyl-4-carboxychalcone and (Z)-oxime of 4'-phenyl-4-carboxychalcone and method for obtaining them simultaneously PL234095B1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
PL424476A PL234095B1 (en) 2018-02-02 2018-02-02 (E)-oxime of 4'-phenyl-4-carboxychalcone and (Z)-oxime of 4'-phenyl-4-carboxychalcone and method for obtaining them simultaneously

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
PL424476A PL234095B1 (en) 2018-02-02 2018-02-02 (E)-oxime of 4'-phenyl-4-carboxychalcone and (Z)-oxime of 4'-phenyl-4-carboxychalcone and method for obtaining them simultaneously

Publications (2)

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PL424476A1 true PL424476A1 (en) 2019-08-12
PL234095B1 PL234095B1 (en) 2020-01-31

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PL424476A PL234095B1 (en) 2018-02-02 2018-02-02 (E)-oxime of 4'-phenyl-4-carboxychalcone and (Z)-oxime of 4'-phenyl-4-carboxychalcone and method for obtaining them simultaneously

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Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101941919A (en) * 2009-07-07 2011-01-12 天津药物研究院 Method for preparing derivatives of cis-oximes and oxime ethers
CN103102283A (en) * 2011-11-09 2013-05-15 南京大学 Preparation method of chalcone oxime compound and application of the same as novel immunosuppressant
CN103664689A (en) * 2013-11-04 2014-03-26 南京大学 Chalcone oxime derivatives having inhibiting effect on cancer cell tubulin polymerization, and preparation method thereof

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101941919A (en) * 2009-07-07 2011-01-12 天津药物研究院 Method for preparing derivatives of cis-oximes and oxime ethers
CN103102283A (en) * 2011-11-09 2013-05-15 南京大学 Preparation method of chalcone oxime compound and application of the same as novel immunosuppressant
CN103664689A (en) * 2013-11-04 2014-03-26 南京大学 Chalcone oxime derivatives having inhibiting effect on cancer cell tubulin polymerization, and preparation method thereof

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Publication number Publication date
PL234095B1 (en) 2020-01-31

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