PL424481A1 - (E)-oxime of 4'-phenylchalcone and (Z)-oxime of 4'-phenylchalcone and method for obtaining them simultaneously - Google Patents

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

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Publication number
PL424481A1
PL424481A1 PL424481A PL42448118A PL424481A1 PL 424481 A1 PL424481 A1 PL 424481A1 PL 424481 A PL424481 A PL 424481A PL 42448118 A PL42448118 A PL 42448118A PL 424481 A1 PL424481 A1 PL 424481A1
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PL
Poland
Prior art keywords
phenylchalcone
oxime
formula
water
reaction mixture
Prior art date
Application number
PL424481A
Other languages
Polish (pl)
Other versions
PL234613B1 (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 PL424481A priority Critical patent/PL234613B1/en
Publication of PL424481A1 publication Critical patent/PL424481A1/en
Publication of PL234613B1 publication Critical patent/PL234613B1/en

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

Abstract

Przedmiotem zgłoszenia są związki: (E)-oksym 4'-fenylochalkonu o wzorze 2 oraz (Z)-oksym 4'-fenylochalkonu o wzorze 3. Ponadto zgłoszenie obejmuje sposób ich jednoczesnego otrzymywania. Sposób ten polega na tym, że do substratu, którym jest 4'-fenylochalkon 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'-phenylchalcone of formula 2 and (Z) -oxime 4'-phenylchalcone of formula 3. In addition, the application includes a method for their simultaneous preparation. This method consists in adding hydroxylamine hydrochloride, anhydrous sodium sulfate to the substrate, which is 4'-phenylchalcone of formula 1, then a mixture of organic solvents and the apparatus is 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.

PL424481A 2018-02-02 2018-02-02 (E)-oxime of 4'-phenylchalcone and (Z)-oxime of 4'-phenylchalcone and method for obtaining them simultaneously PL234613B1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
PL424481A PL234613B1 (en) 2018-02-02 2018-02-02 (E)-oxime of 4'-phenylchalcone and (Z)-oxime of 4'-phenylchalcone and method for obtaining them simultaneously

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
PL424481A PL234613B1 (en) 2018-02-02 2018-02-02 (E)-oxime of 4'-phenylchalcone and (Z)-oxime of 4'-phenylchalcone and method for obtaining them simultaneously

Publications (2)

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PL424481A1 true PL424481A1 (en) 2019-08-12
PL234613B1 PL234613B1 (en) 2020-03-31

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PL424481A PL234613B1 (en) 2018-02-02 2018-02-02 (E)-oxime of 4'-phenylchalcone and (Z)-oxime of 4'-phenylchalcone and method for obtaining them simultaneously

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PL (1) PL234613B1 (en)

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
PL234613B1 (en) 2020-03-31

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