Synthesis and Antioxidant Activity of Furan Derivatives Containing a 1,3,4-Oxadiazole Ring

被引：0

作者：

Aghekyan, A. A. ^{[1
]}

Panosyan, H. A. ^{[1
]}

Buniatyan, Zh. M. ^{[1
]}

Muradyan, R. E. ^{[1
]}

Mkryan, G. G. ^{[1
]}

机构：

[1] Natl Acad Sci Armenia, Sci Technol Ctr Organ & Pharmaceut Chem, Yerevan 0014, Armenia

来源：

RUSSIAN JOURNAL OF ORGANIC CHEMISTRY | 2024年 / 60卷 / 04期

关键词：

furan; hydrazide; phosphoryl chloride; cyclization; 1,3,4-oxadiazole;

D O I：

10.1134/S1070428024040146

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Methyl 5-aminomethylfuran-2-carboxylates reacted with methylamine to give 5-aminomethylN-methylfuran-2-carboxamides, and their hydrolysis afforded the corresponding carboxylic acids. The reaction of methyl 5-aminomethylfuran-2-carboxylates with hydrazine hydrate produced hydrazides which were acylated with benzoyl or 2-furoyl chloride and then subjected to heterocyclization to obtain furan derivatives containing a 1,3,4-oxadiazole ring. The target products were also synthesized in one step by reacting 5-aminomethylfuran-2-carbohydrazides with acid chlorides in the presence of phosphoryl chloride.

引用

页码：655 / 663

页数：9

共 50 条

[21] Synthesis of New 1,3,4-Oxadiazole and 1,2,3-Triazole Derivatives of Thieno[3,2-b]pyrrolecarboxylic Acid
Torosyan, S. A.
Nuriakhmetova, Z. F.
Gimalova, F. A.
Miftakhov, M. S.
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2023, 59 (02) : 328 - 331
[22] Eco-friendly approaches to 1,3,4-oxadiazole derivatives: A comprehensive review of green synthetic strategies
Shah, Drashti
Patel, Ashish
ARCHIV DER PHARMAZIE, 2024, 357 (09)
[23] A convenient synthesis of 1,3,4-thiadiazole and 1,3,4-oxadiazole based peptidomimetics employing diacylhydrazines derived from amino acids
Nagendra, G.
Lamani, Ravi S.
Narendra, N.
Sureshbabu, Vommina V.
TETRAHEDRON LETTERS, 2010, 51 (48) : 6338 - 6341
[24] Synthesis, In vitro α-Glucosidase Inhibitory Potential and Molecular Docking Studies of 2-Amino-1,3,4-Oxadiazole Derivatives
Ullah, Hayat
Rahim, Fazal
Taha, Muhammad
Hussain, Raffaqat
Wadood, Abdul
Nawaz, Mohsan
Wahab, Zainul
Kanwal
Khan, Khalid M.
MEDICINAL CHEMISTRY, 2020, 16 (06) : 724 - 734
[25] Synthesis of 3-acylhydrazino-5-(2,4-dichlorophenyl)-1,3,4-oxadiazole and studies on their cyclization
Feng, XM
He, X
Jiang, YZ
CHEMICAL JOURNAL OF CHINESE UNIVERSITIES-CHINESE, 1998, 19 (04): : 577 - 579
[26] Synthesis and mesomorphic property of 2,5-aryl-1,3,4-oxadiazole/thiadiazole derivatives bearing a terminal thiophene unit
Han, Jie
Zhang, Feng-Yan
Wang, Juan-Yu
ADVANCES IN LIQUID CRYSTALS, 2010, 428-429 : 52 - 56
[27] Cobalt(II) nitrate promoted cyclization of benzoyl hydrazone for the synthesis of 2,5-diphenyl-1,3,4-oxadiazole derivatives
Li, Xiaojun
Liao, Shangtie
Chen, Yu
Xia, Chengcai
Wang, Guodong
JOURNAL OF CHEMICAL RESEARCH, 2021, 45 (11-12) : 1038 - 1041
[28] New Heterocyclic Compounds from 1,3,4-Thiadiazole, 1,3,4-Oxadiazole and 1,2,4-Triazole Class with Potential Antibacterial Activity
Barbuceanu, Stefania-Felicia
Bancescu, Gabriela
Cretu, Olga Daniela
Draghici, Constantin
Bancescu, Adrian
Radu-Popescu, Manuela
REVISTA DE CHIMIE, 2010, 61 (02): : 140 - 145
[29] Synthesis of 2-Anabasinylmethyl-1,3,4-oxadiazole under convection heating and microwave irradiation
S. D. Fazylov
O. A. Nurkenov
Zh. B. Satpaeva
Zh. S. Akhmetkarimova
Russian Journal of General Chemistry, 2013, 83 : 1465 - 1466
[30] Synthesis and Antifungal Activity of 5-Trifluoromethyl-1,2,4-oxadiazole derivatives Containing Hydrazide Group as Potential Fungicides
Yang, Zi Hui
INDIAN JOURNAL OF HETEROCYCLIC CHEMISTRY, 2024, 34 (04) : 465 - 468

← 1 2 3 4 5 →