logo
calendar8 Aprel 2022
view55
Main language:Uzbek

SYNTHESIS OF 4- (4- (R-OXYMETHYL) -1-Н-1,2,3-TRIAZOL -1-YL) BENZOIC ACIDS AND THEIR POTASSIUM SALTS

Field of Science:
pdf

624fc77a7920f.pdf

PDF

ARTICLE ANNOTATION

quote
Background. On the basis of propargyl ester of saturated monocarboxylic acid and paraazidobenzoic acid, 1,2,3-triazole derivatives were synthesized by 1,3-bipolar cycloaddition. Was obtained water-soluble forms of these triazoles - potassium salts. The structure of the synthesized substances was confirmed by modern physical research methods. Initial trials have begun to investigate the pharmacological activity of water-soluble potassium salts. Purpose. Synthesis of 4- (4- (R-hydroxymethyl) 1H-1,2,3-triazol-1-yl) benzoic acid derivatives in the presence of a Cu2I2 catalyst on a 1,3-bipolar cycloaddition. Carrying out the synthesis of the watersoluble form of the obtained substances - to synthesize potassium salts. Analyze the structure of the synthesized compounds by physical research research methods. Methodology: 4- (4- (R-hydroxymethyl) 1H-1,2,3-triazol-1-yl) benzoic acids were synthesized by the reaction of 1,3-bipolar cycloaddition of propargyl ester of a monobasic saturated carboxylic acid and para-azidobenzoic acid. The potassium salts of the corresponding substances were obtained. The structure of the synthesized substances was confirmed by the analysis of IR-, 1H NMR and Mass spectrometry data. Originality. Derivatives of 1,2,3-triazole were obtained on the basis of propargyl ethers of monobasic saturated low-molecular-weight monocarboxylic acids. For the first time, water-soluble forms of 4- (4- (R-hydroxymethyl) -1H-1,2,3-triazol-1-yl) benzoic acid its potassium salts were synthesized. The factors acting on the course of the reaction were studied. Findings: 4- (4- (R-hydroxymethyl) -1H-1,2,3-triazol-1-yl) benzoic acids and their potassium salts were synthesized in the presence of KOH. The good water solubility of their potassium salts has been confirmed. The structure was analyzed and confirmed by IR, 1H NMR and Mass spectrometry.Highlights: - 4- (4- (substituted) 1H-1.2.3-triazol-1-yl) benzoic acids were synthesized; - based on the synthesized triazoles, their potassium salts were obtained; - the obtained salts possess good water solubility; - effect of temperature and nature of the solvent on the reaction yield.

AUTHORS

Tags

# 2# 1# реакция 1# калиевые соли4-(4-(R-оксиметил)-# 3-триазол-1-ил) бензойной кислот# 3-биполярного циклоприсоединения# 4-(4-(пентаноилоксиметил)-1Н-1# 3триазол-1-ил) бензойная кислота# калиевая соль 4-(4-(ацетоксимети# 4-(4-(R-оксиметил)-1Н-1# 3-триазол-1-ил) бензой кислота к# 3-биполяр циклобирикиш  реакцияс# 3-триазол-1-ил)бензой кислота# 4-(4-(ацетоксиметил)-1Н-1# potassium salts of 4- (4- (R-hyd# 3-triazol-1-yl) benzoic acid# 3bipolar cycloaddition reaction# 4- (4- (pentanoyloxymethyl) -1Н# potassium salt of 4- (4- (acetox

OTHER ARTICLES IN THIS JOURNAL

Rate Article

0
0 ratings
5
4
3
2
1

Article Identifiers

References

Bakr Abdel-Wahab F.,Hanan Mohamed A. and Ghada Awad E.A. Synthesis and biological activity of some new 1,2,3-triazole hydrazone derivatives // Eur. Chem. Bull.- 2015.-4(2).-106-109 2

Alexandre Lebeau, Cyril Abrioux, David Benimelis, Zohra Benfodda, Patrick Meffre Synthesis of 1,4-disubstituted 1,2,3-triazole.Derivatives Using Click Chemistry and their Src Kinase Activities photo physical properties, cytotoxicity and cellular imaging investigations. // Dalton Trans.-2014. 43.-439-450

Ramesh Babu H., Ravinder M., Sirassu Narsimha. Synthesis and Biological Evaluation of New 1,2,3-Triazole Based 2-Sulfonylbenzoxazoles as Potent Anti-inflammatory and Antibacterial Agents // Indian Journal of Heterocyclic Chemistry.-Vol. 29.- Number 04. -2019.-389-395

Ademola Ayeleso, Jitcy Joseph, Yonas Belay, Henok Kinfe, Sithandiwe Mazibuko, Oluwafemi Oguntibeju, Emmanuel Mukwevho. Hybrid compounds from thiosemicarbazone and triazole as antidiabetic agents and their antioxidant potentials. // Biomedical Research.-2017.-28 (1).-411-420

Junbo He, Lingling Feng, Jing Li, Ruijuan Tao, Fang Wang, Xun Liao, Qiushuang Sun, Qingwu Long, Yanliang Ren, Jian Wan, Hongwu He. Design, synthesis and biological evaluation of novel 2-methylpyrimidine-4-ylamine derivatives as inhibitors of Escherichia coli pyruvate dehydrogenase complex E1. // Bioorg Med Chem.-2012.-20 (5).-1665-70

Попков С.В., Коваленко Л.В. Разработка научных основ технологии синтеза и модификации 22. № 2434001 // РХТУ. 1980, 34

Christophe Pardin, Isabelle Roy, William Lubell D., Jeffrey Keillor W. Reversible and Competitive Cinnamoyl Triazole Inhibitors of Tissue Transglutaminase // Chemical Biology & Drug Design.2008.-72 (3).- 189-196.

Fernando de Carvalho da Silva, Mariana Filomena do Carmo Cardoso,Patricia Garcia Ferreira, and Vitor F. Ferreira. Biological Properties of 1H-1,2,3- and 2H-1,2,3-Triazoles. // Top Heterocycl Chem.-2014.-124 p.

Mina Saeedi, Maryam Mohammadi-Khanaposhtanic, Parvaneh Pourrabi, Nima Razzaghid, Reza Ghadimie, Somaye Imanparast at al. Design and synthesis of novel quinazolinone-1,2,3-triazole hybrids as newanti-diabetic agents: In vitro α-glucosidase inhibition, kinetic, and dockingstudy. // Bioorganic chemistry.-83.-2019.-161-169.

Khurshed Bozorov, Jiangyu Zhao, Haji A. Aisa 1,2,3-Triazole-containing hybrids as leads in medicinal chemistry: A recent overview// Bioorganic & Medicinal Chemistry.-27.-2019.- 3511–3531

Ramesh Babu H., Ravinder M., Sirassu Narsimha. Synthesis and Biological Evaluation of New 1,2,3-Triazole Based 2-Sulfonylbenzoxazoles as Potent Anti-inflammatory and Antibacterial Agents. // Indian Journal of Heterocyclic Chemistry.-Vol. 29.- Number 04.-2019.-389-395

Гордон А., Форд Р. Спутник химика. Физико-химические свойства, методики. –Москва: Мир, 1976. - 541 с.

Тарасевич Б.Н. ИК спектры основных классов органических соединений. Справочные материалы. –Масква.-2012.-55 c

Tayebeh Hosseinnejad, Fatemeh Ebrahimpour-Malmir and Bahareh Fattahi. Computational investigations of click-derived 1,2,3-triazoles as keystone ligands for complexation with transition metals // RSC Adv.-2018.- 8.-Р.12232

Willber D. Castro-Godoy, Adrian A. Heredia, Luciana C. Schmidt and Juan E., Arguello A. Straightforward and sustainable synthesis of 1,4-disubstituted 1,2,3-triazoles via visible-light promoted copper-catalyzed azide–alkyne cycloaddition (CuAAC)//RSC Adv.-2017.-7.-33967–33973 p

Johan R. Johansson, Tamas Beke-Somfai, Anna Said Stalsmeden, and Nina Kann. RutheniumCatalyzed Azide Alkyne Cycloaddition Reaction: Scope,Mechanism, and Applications // Chem. Rev. -2016.-116.-14726−14768

Абдугафуров И.А., Қиргизов Ф.Б., Мадиханов Н., Ортиков И.С.Тўйинган бир асосли юқори карбон кислота пропаргил эфирлари ва пара-азидобензой кислота асосида 1,2,3-триазол хосилалари синтези // Ўзбекистон кимё журнали. -4.-2020.-76-85 б.

Climent.A.,Jorewitz M.,Barqawi H.,Siefermann.K.R and Wolfgang H. Synthesis and Characterization of new Photoswitchable Azobenzene –conteiningpoly(ε-caprolaktones) //The Royal Society of Chemistry.-2016.