On Water Synthesis of 3-Aryl-5,7-dimethyl-1,2,4-triazolo[4,3-a]pyrimidines using Iodobenzene Diacetate

被引:2
作者
Soni, Rinku [1 ]
Aneja, Deepak Kumar [1 ]
Sihag, Monika [1 ]
Rani, Neha [1 ]
Kinger, Mayank [1 ]
机构
[1] Chaudhary Bansi Lal Univ, Dept Chem, Bhiwani 127021, Haryana, India
关键词
Hydrazone; hypervalent iodine reagents; heterocycles; oxidative cyclization; triazolopyrimidine; water; organic solvents; HETEROCYCLIC-COMPOUNDS; OXIDATIVE CYCLIZATION; ALS INHIBITORS; SULFONYLUREAS; NUCLEOSIDES; HYDRAZONES; DESIGN; ACID;
D O I
10.2174/1570178620666221025160300
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A simple and green methodology has been developed for the synthesis of 3-aryl-5,7-dimethyl-1,2,4-triazolo[4,3-a]pyrimidines in water. Oxidative cyclization of 4,6-dimethyl-2-pyrimidinylhydrazones of different aldehydes was achieved in good to excellent yield using iodobenzene diacetate at room temperature. High efficiency, easy work-up, short reaction time, non-toxicity of solvent and ambient temperature are the advantages of this methodology.
引用
收藏
页码:401 / 406
页数:6
相关论文
共 50 条
  • [31] A facile and practical one-pot synthesis of [1,2,4]-triazolo[4,3-a]pyridines
    Vadagaonkar, Kamlesh S.
    Murugan, Kaliyappan
    Chaskar, Atul C.
    Bhate, Prakash M.
    RSC ADVANCES, 2014, 4 (64): : 34056 - 34064
  • [32] [1,2,4]Triazolo[4,3-a]quinoxaline: synthesis, antiviral, and antimicrobial activities
    Henen, Morkos A.
    El Bialy, Serry A. A.
    Goda, Fatma E.
    Nasr, Magda N. A.
    Eisa, Hassan M.
    MEDICINAL CHEMISTRY RESEARCH, 2012, 21 (09) : 2368 - 2378
  • [33] Synthesis of thiazolo[5,4-d][1,2,4]triazolo[4,3-a]pyrimidines as a new class of heterocyclic compounds
    Moradi, Hassanali
    Eshghi, Hossein
    Bakavoli, Mehdi
    JOURNAL OF CHEMICAL RESEARCH, 2016, (05) : 276 - 279
  • [34] Microwave assisted synthesis, antifungal activity, DFT and SAR study of 1,2,4-triazolo[4,3-a]pyridine derivatives containing hydrazone moieties
    Mu, Jin-Xia
    Shi, Yan-Xia
    Wu, Hong-Ke
    Sun, Zhao-Hui
    Yang, Ming-Yan
    Liu, Xing-Hai
    Li, Bao-Ju
    CHEMISTRY CENTRAL JOURNAL, 2016, 10
  • [35] Oxidative cyclization of 1-(pyridin-2-yl)guanidine derivatives: a synthesis of [1,2,4]triazolo[1,5-a]pyridin-2-amines and an unexpected synthesis of [1,2,4]triazolo[4,3-a]pyridin-3-amines
    Ishimoto, Kazuhisa
    Nagata, Toshiaki
    Murabayashi, Mika
    Ikemoto, Tomomi
    TETRAHEDRON, 2015, 71 (03) : 407 - 418
  • [36] The 3-(4-(Benzyloxy)-3-methoxyphenyl)-[1,2,4]triazolo[4,3-a]pyridine
    Doherty, Katrina E.
    Sandoval, Arturo Leon
    Mercier, Ethan T.
    Leadbeater, Nicholas E.
    MOLBANK, 2023, 2023 (03)
  • [37] In vitro leishmanicidal activity of copper (II) 5,7-dimethyl-1,2,4-triazolo [1,5-a]pyrimidine complex and analogous transition metal series
    Mendez-Arriaga, Jose M.
    Rodriguez-Dieguez, Antonio
    Sanchez-Moreno, Manuel
    POLYHEDRON, 2020, 176
  • [38] Synthesis and structure elucidation of novel 5-dinitromethyl-7-alkylamino-1,2,4-triazolo[4,3-a]-1,3,5-triazines
    Golovina, Olga V.
    Bakharev, Vladimir V.
    Golovin, Evgeny V.
    Parfenov, Victor E.
    Slepukhin, Pavel A.
    TETRAHEDRON LETTERS, 2013, 54 (29) : 3858 - 3861
  • [39] Synthesis, Molecular Modelling and In Vitro Anti-inflammatory Activity of Novel 1,2,4-Triazolo[4,3-a]quinoxaline Derivatives
    Dogan, Inci Selin
    Kahveci, Bahittin
    Sari, Suat
    Kolci, Kubra
    Reis, Rengin
    Sipahi, Hande
    CHEMISTRYSELECT, 2022, 7 (26):
  • [40] Synthesis and in vitro activity of novel 1,2,4-triazolo[4,3-a]pyrimidine oxazolidinone antibacterial agents. Part II
    Khera, Manoj Kumar
    Cliffe, Ian A.
    Prakash, Om
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2011, 21 (18) : 5266 - 5269