MD4515C1 - Procedeu de obţinere a (Z)-4,4-dimetil-1-(4-nitrofenil)-2-(1H-1,2,4-triazol-1-il)pent-1-en-3-onei - Google Patents

Procedeu de obţinere a (Z)-4,4-dimetil-1-(4-nitrofenil)-2-(1H-1,2,4-triazol-1-il)pent-1-en-3-onei

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Publication number
MD4515C1
MD4515C1 MDA20160145A MD20160145A MD4515C1 MD 4515 C1 MD4515 C1 MD 4515C1 MD A20160145 A MDA20160145 A MD A20160145A MD 20160145 A MD20160145 A MD 20160145A MD 4515 C1 MD4515 C1 MD 4515C1
Authority
MD
Moldova
Prior art keywords
triazol
dimethyl
pent
nitrophenyl
producing
Prior art date
Application number
MDA20160145A
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English (en)
Russian (ru)
Other versions
MD4515B1 (ro
Inventor
Флюр МАКАЕВ
Марина ЗВЯГИНЦЕВА
Еуджения СТЫНГАЧ
Сергей ПОГРЕБНОЙ
Георге ДУКА
Original Assignee
Институт Химии Академии Наук Молдовы
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 Институт Химии Академии Наук Молдовы filed Critical Институт Химии Академии Наук Молдовы
Priority to MDA20160145A priority Critical patent/MD4515C1/ro
Publication of MD4515B1 publication Critical patent/MD4515B1/ro
Publication of MD4515C1 publication Critical patent/MD4515C1/ro

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  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

Invenţia se referă la chimia farmaceutică şi poate fi aplicată în extinderea efectivului de remedii noi pentru tratamentul tuberculozei din clasa 1,2,4-triazolului.Esenţa invenţiei constă în aceea că se propune un procedeu stereoselectiv simplu de sinteză, a (Z)-4,4-dimetil-1-(4-nitrofenil)-2-(1H-1,2,4-triazol-1-il)pent-1-en-3-onei, care manifestă o activitate antituberculoasă, cu formula:.Procedeul prevede condensarea aldol-crotonică a 3,3-dimetil-1-(1H-1,2,4-triazol-1-il)butan-2-onei cu aldehida 4-nitrobenzoică, care se efectuează la refluxare în benzen, cu eliminarea azeotropică a apei formate, în prezenţa catalizatorului piperidină-acid acetic. Reagenţii iniţiali şi condiţiile reacţiei duc la formarea doar a unui singur isomer geometric Z (70%, p.t. 114…116°С).
MDA20160145A 2016-12-21 2016-12-21 Procedeu de obţinere a (Z)-4,4-dimetil-1-(4-nitrofenil)-2-(1H-1,2,4-triazol-1-il)pent-1-en-3-onei MD4515C1 (ro)

Priority Applications (1)

Application Number Priority Date Filing Date Title
MDA20160145A MD4515C1 (ro) 2016-12-21 2016-12-21 Procedeu de obţinere a (Z)-4,4-dimetil-1-(4-nitrofenil)-2-(1H-1,2,4-triazol-1-il)pent-1-en-3-onei

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
MDA20160145A MD4515C1 (ro) 2016-12-21 2016-12-21 Procedeu de obţinere a (Z)-4,4-dimetil-1-(4-nitrofenil)-2-(1H-1,2,4-triazol-1-il)pent-1-en-3-onei

Publications (2)

Publication Number Publication Date
MD4515B1 MD4515B1 (ro) 2017-09-30
MD4515C1 true MD4515C1 (ro) 2018-04-30

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MDA20160145A MD4515C1 (ro) 2016-12-21 2016-12-21 Procedeu de obţinere a (Z)-4,4-dimetil-1-(4-nitrofenil)-2-(1H-1,2,4-triazol-1-il)pent-1-en-3-onei

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Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA1168248A (en) * 1980-07-25 1984-05-29 Erik Regel Triazolylpropenol derivatives, a process for their preparation and their use as plant growth regulators and fungicides
CA1179352A (en) * 1980-07-25 1984-12-11 Erik Regel Triazolylpropenone derivatives, a process for their preparation and their use as intermediates
US4554007A (en) * 1979-03-20 1985-11-19 Sumitomo Chemical Company, Limited Geometrical isomer of 1-substituted-1-triazolylstyrenes, and their production and use as fungicide, herbicide and/or plant growth regulant

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4554007A (en) * 1979-03-20 1985-11-19 Sumitomo Chemical Company, Limited Geometrical isomer of 1-substituted-1-triazolylstyrenes, and their production and use as fungicide, herbicide and/or plant growth regulant
US4749716A (en) * 1979-03-20 1988-06-07 Sumitomo Chemical Company, Limited Geometrical isomer of 1-substituted-1-triazolystyrenes
CA1168248A (en) * 1980-07-25 1984-05-29 Erik Regel Triazolylpropenol derivatives, a process for their preparation and their use as plant growth regulators and fungicides
CA1179352A (en) * 1980-07-25 1984-12-11 Erik Regel Triazolylpropenone derivatives, a process for their preparation and their use as intermediates

Non-Patent Citations (3)

* Cited by examiner, † Cited by third party
Title
Funaki Y., Ishiguri Y., Kato T. and Tanaka S. Structure-Activity Relationships of Vinyl Triazole Fungicide. J. Pesticide Sci. 9, 229-236 (1984), regăsit în Internet la 2017.06.08, url: https://www.jstage.jst.go.jp/article/jpestics1975/9/2/9_2_229/_pdf, p. 229, 230; table 1, compounds 7 and 15 *
Pawan Kumar Mishra, Jaya Dwivedi, Rajani Chauhan. Triazoles as potential antitubercular agent: a review. Journal of Advanced Scientific Research, 2016, v. 7(1), p. 9-13 *
Rangappa S. Keri, Siddappa A. Patil, Srinivasa Budagumpi, Bhari Mallanna Nagaraja. Triazole: A Promising Antitubercular Agent. Chem Biol Drug Des, 2015, v. 86, p. 410-423 *

Also Published As

Publication number Publication date
MD4515B1 (ro) 2017-09-30

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FG4A Patent for invention issued
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