PL447739A1 - Water-soluble 2,9-dimethyl-1,10-phenanthroline-4-dithiocarboxylic acid and method for obtaining it - Google Patents

Water-soluble 2,9-dimethyl-1,10-phenanthroline-4-dithiocarboxylic acid and method for obtaining it

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Publication number
PL447739A1
PL447739A1 PL447739A PL44773924A PL447739A1 PL 447739 A1 PL447739 A1 PL 447739A1 PL 447739 A PL447739 A PL 447739A PL 44773924 A PL44773924 A PL 44773924A PL 447739 A1 PL447739 A1 PL 447739A1
Authority
PL
Poland
Prior art keywords
phenanthroline
dimethyl
tert
solution
butyllithium
Prior art date
Application number
PL447739A
Other languages
Polish (pl)
Other versions
PL248221B1 (en
Inventor
Jacek Nycz
Barbara Feist
Original Assignee
Uniwersytet Śląski W Katowicach
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Uniwersytet Śląski W Katowicach filed Critical Uniwersytet Śląski W Katowicach
Priority to PL447739A priority Critical patent/PL248221B1/en
Publication of PL447739A1 publication Critical patent/PL447739A1/en
Publication of PL248221B1 publication Critical patent/PL248221B1/en

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
    • C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
    • C07D471/04—Ortho-condensed systems

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)

Abstract

Przedmiotem zgłoszenia jest rozpuszczalny w wodzie kwas 2,9-dimetylo-1,10-fenantrolino-4-ditiokarboksylowy o budowie chemicznej przedstawionej wzorem 2 oraz sposób jego otrzymywania polegający na tym, że do reaktora wprowadza się: 2,9-dimetylo-1,10-fenantrolinę o wzorze 1, tetrahydrofuran w ilości niezbędnej do rozpuszczenia 2,9-dimetylo-1,10-fenantroliny, roztwór tert-butylolitu w węglowodorze wybranym spośród: pentan, heksan lub heptan, w stosunku molowym tert-butylolitu względem 2,9-dimetylo-1,10-fenantroliny wynoszącym ≥ 1,4 do 1,0, disiarczek węgla w stosunku molowym wynoszącym ≥ 1,5 do 1,0 względem 2,9-dimetylo-1,10-fenantroliny, przy czym disiarczek węgla zawsze dodaje się jako ostatni, kontrolując by temperatura środowiska reakcji na etapie dodawania roztworu tert-butylolitu, a następnie disiarczku węgla wynosiła -78°C ± 10%, po czym otrzymaną mieszaninę ogrzewa się przez co najmniej trzy godziny w temperaturze od 15°C do 45°C, przy czym dotychczasowe etapy realizuje się w atmosferze gazu obojętnego, po czym lotne składniki mieszaniny reakcyjnej oddestylowuje się, następnie suchą pozostałość zakwasza się dodając wodny roztwór kwasu, w ilości niezbędnej do uzyskania odczynu kwasowego roztworu i odfiltrowuje się surowy produkt, przy czym reakcję prowadzi się ciągle mieszając reagenty.The subject of the application is a water-soluble 2,9-dimethyl-1,10-phenanthroline-4-dithiocarboxylic acid with a chemical structure presented by formula 2 and a method for its preparation, which comprises introducing into a reactor: 2,9-dimethyl-1,10-phenanthroline of formula 1, tetrahydrofuran in an amount necessary to dissolve 2,9-dimethyl-1,10-phenanthroline, a solution of tert-butyllithium in a hydrocarbon selected from: pentane, hexane or heptane, in a molar ratio of tert-butyllithium to 2,9-dimethyl-1,10-phenanthroline of ≥ 1.4 to 1.0, carbon disulfide in a molar ratio of ≥ 1.5 to 1.0 to 2,9-dimethyl-1,10-phenanthroline, wherein carbon disulfide is always added The reaction mixture is added last, ensuring that the temperature of the reaction medium at the stage of adding the tert-butyllithium solution and then carbon disulfide is -78°C ± 10%, after which the mixture obtained is heated for at least three hours at a temperature from 15°C to 45°C, with the previous steps being carried out in an inert gas atmosphere, after which the volatile components of the reaction mixture are distilled off, then the dry residue is acidified by adding an aqueous acid solution in an amount necessary to obtain an acidic solution and the crude product is filtered, the reaction is carried out with continuous stirring of the reagents.

PL447739A 2024-02-09 2024-02-09 Water-soluble 2,9-dimethyl-1,10-phenanthroline-4-dithiocarboxylic acid and method for obtaining it PL248221B1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
PL447739A PL248221B1 (en) 2024-02-09 2024-02-09 Water-soluble 2,9-dimethyl-1,10-phenanthroline-4-dithiocarboxylic acid and method for obtaining it

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
PL447739A PL248221B1 (en) 2024-02-09 2024-02-09 Water-soluble 2,9-dimethyl-1,10-phenanthroline-4-dithiocarboxylic acid and method for obtaining it

Publications (2)

Publication Number Publication Date
PL447739A1 true PL447739A1 (en) 2025-08-11
PL248221B1 PL248221B1 (en) 2025-11-12

Family

ID=96658339

Family Applications (1)

Application Number Title Priority Date Filing Date
PL447739A PL248221B1 (en) 2024-02-09 2024-02-09 Water-soluble 2,9-dimethyl-1,10-phenanthroline-4-dithiocarboxylic acid and method for obtaining it

Country Status (1)

Country Link
PL (1) PL248221B1 (en)

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101678014A (en) * 2007-05-21 2010-03-24 Sgx药品公司 heterocyclic kinase modulators
CN114402096A (en) * 2019-09-16 2022-04-26 巴斯夫欧洲公司 Composition for tin-silver alloy electroplating comprising complexing agent

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101678014A (en) * 2007-05-21 2010-03-24 Sgx药品公司 heterocyclic kinase modulators
CN114402096A (en) * 2019-09-16 2022-04-26 巴斯夫欧洲公司 Composition for tin-silver alloy electroplating comprising complexing agent

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
JACEK E. NYCZ I IN.: "Journal of Molecular Structure 2013, 1032, 159-168", „SYNTHESIS, SPECTROSCOPY AND COMPUTATIONAL STUDIES OF SELECTED HYDROXYQUINOLINE CARBOXYLIC ACIDS AND THEIR SELECTED FLUORO-, THIO-, AND DITHIOANALOGUES" *

Also Published As

Publication number Publication date
PL248221B1 (en) 2025-11-12

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