Yasemin ÜNVER, Esra DÜĞDÜ, Kemal SANCAK

10496

Synthesis and characterization of novel triazol compounds containing a thiophen ring as potential antifungal agents and the structure of 2-(2-hydroxy-2-p-tolyethyl)-5-(thiophen-2-ylmethyl)- 4-(4H-1,2,4-triazol-4-yl)-2H-1,2,4-triazol-3(4H)-one

A series of new 4-(3,5-disubstitue-4H-1,2,4-triazol-4-yl)- 5-(thiophen-2-yl-methyl)-2H-1,2,4-triazol-3(4H)-ones (3a-c) were obtained by reaction N'-1-ethoxy-2-thiophen-2-yl-ethylydene hydrazino carboxylic acid ethyl ester (1) and 4-amino-4H-1,2,4-triazoles (2). 4-(3,5-disubstitue-4H-1,2,4-triazol-4-yl)-2-(2-oxo-2-arylethyl)-5- (thiophen-2-yl-methyl)-2H-1,2,4-triazol-3(4H)-ones (4a-e) and ethyl 2-(4-(3,5-disubstitue-4H-1,2,4-triazol-4-yl)-5-oxo-3-(thiophen-2-ylmethyl)- 4,5-dihydro-1,2,4-triazol-1-yl)acetates (6a-c) were obtained by reaction of compounds 3 and bromoacetophenon derivatives and bromo ethylacetate, respectively. Compounds 5a-e were synthesized from the reaction of corresponding compounds 4a-e with NaBH4. Compounds 7a-c were obtained by the reaction compounds 6 and LiAlH4. Seventeen new compounds were synthesized and characterized by elemental analyses, IR, 1H-NMR, and 13C-NMR spectral data. The structure of compound 5d was inferred through IR, 1H-, 13C-NMR, elemental analyses, and X-ray spectral techniques. In addition, the newly synthesized chemicals were screened for their antibacterial and antifungal properties. Among the chemicals tested, 6a and 6b exhibited the highest degree of antifungal activity.
Anahtar Kelimeler:

Synthesis, 1, 2, 4-triazole-3-one, NaBH4, LiAlH4, antimicrobial activity, X-ray

Synthesis and characterization of novel triazol compounds containing a thiophen ring as potential antifungal agents and the structure of 2-(2-hydroxy-2-p-tolyethyl)-5-(thiophen-2-ylmethyl)-4- (4H-1,2,4-triazol-4-yl)-2H-1,2,4-triazol-3(4H)-one

A series of new 4-(3,5-disubstitue-4H-1,2,4-triazol-4-yl)- 5-(thiophen-2-yl-methyl)-2H-1,2,4-triazol-3(4H)-ones (3a-c) were obtained by reaction N'-1-ethoxy-2-thiophen-2-yl-ethylydene hydrazino carboxylic acid ethyl ester (1) and 4-amino-4H-1,2,4-triazoles (2). 4-(3,5-disubstitue-4H-1,2,4-triazol-4-yl)-2-(2-oxo-2-arylethyl)-5- (thiophen-2-yl-methyl)-2H-1,2,4-triazol-3(4H)-ones (4a-e) and ethyl 2-(4-(3,5-disubstitue-4H-1,2,4-triazol-4-yl)-5-oxo-3-(thiophen-2-ylmethyl)- 4,5-dihydro-1,2,4-triazol-1-yl)acetates (6a-c) were obtained by reaction of compounds 3 and bromoacetophenon derivatives and bromo ethylacetate, respectively. Compounds 5a-e were synthesized from the reaction of corresponding compounds 4a-e with NaBH4. Compounds 7a-c were obtained by the reaction compounds 6 and LiAlH4. Seventeen new compounds were synthesized and characterized by elemental analyses, IR, 1H-NMR, and 13C-NMR spectral data. The structure of compound 5d was inferred through IR, 1H-, 13C-NMR, elemental analyses, and X-ray spectral techniques. In addition, the newly synthesized chemicals were screened for their antibacterial and antifungal properties. Among the chemicals tested, 6a and 6b exhibited the highest degree of antifungal activity.
Keywords:

Synthesis, 1, 2, 4-triazole-3-one, NaBH4, LiAlH4, antimicrobial activity, X-ray,

PDF
Turkish Journal of Chemistry-Cover
  • ISSN: 1300-0527
  • Yayın Aralığı: 6
  • Yayıncı: TÜBİTAK
Arşiv
Sayıdaki Diğer Makaleler

Surfactant-controlled aqueous synthesis of $SnO_2 $ nanoparticles via the hydrothermal and conventional heating methods

Boon-Teck HENG, Muhammad Akhyar FARRUKH, Rohana ADNAN

Friedel-Crafts acylation of arenes with carboxylic acids using silica gel supported AlCl3

Kaveh Parvanak BOROUJENI

A new dinuclear lead(II) complex of 2,3-diphenyl-tetrazole-5-thione: synthesis and characterization

Rui Rui ZHUANG, Fang Fang JIAN, Ke Fei WANG

Preparation and characterization of anticancer drug-loaded implantable PLGA microparticles

Meltem ÇETİN, İmran VURAL, Alptuğ ATİLA, Yücel KADIOĞLU

Sulfonic acid-functionalized silica: a remarkably efficient heterogeneous reusable catalyst for the one-pot synthesis of 1,4-dihydropyridines

Behzad MOHAMMADI, Sayyed Mohammad Hosseini JAMKARANI, Taghi A. KAMALI

A simple and efficient procedure for synthesis of optically active 1,3,4-oxadiazole derivatives containing L-amino acid moieties

Naser FOROUGHIFAR, Akbar Mobinikhaledi And Sattar EBRAHIMI, Sattar EBRAHIMI

Silica supported polyphosphoric acid (PPA-$SiO_2$ ): an efficient and reusable heterogeneous catalyst for the one-pot synthesis of α-amino phosphonates

Leila KEISHAMS, Malek Taher MAGHSOODLOU, Sayyed Mostafa Habıbı KHORASSANI, Reza HEYDARI, Nourollah HAZERI, Seyed Sajad SAJADIKHAH, Mohsen ROSTAMIZADEH

Surfactant-controlled aqueous synthesis of SnO2 nanoparticles via the hydrothermal and conventional heating methods

Muhammad Akhyar FARRUKH, Boon-teck HENG, Rohana ADNAN

Preparation of polystyrene/montmorillonite nanocomposites: optimization by response surface methodology (RSM)

S. Erdem YALÇINKAYA, Nuray YILDIZ, Mehmet SAÇAK, Ayla ÇALIMLI

Silica supported polyphosphoric acid (PPA-SiO2): an efficient and reusable heterogeneous catalyst for the one-pot synthesis of a -amino phosphonates

Malek Taher MAGHSOODLOU, Sayyed Mostafa Habibi KHORASSANI