The 3-(4-(Benzyloxy)-3-methoxyphenyl)-[1,2,4]triazolo[4,3-a]pyridine

被引：0
|
作者：
Doherty, Katrina E. [1 ]
Sandoval, Arturo Leon [1 ]
Mercier, Ethan T. [1 ]
Leadbeater, Nicholas E. [1 ]
机构：
[1] Univ Connecticut, Dept Chem, 55 North Eagleville Rd, Storrs, CT 06269 USA
来源：
MOLBANK | 2023年 / 2023卷 / 03期
关键词：
oxidation; triazolopyridine; ring closure; sodium hypochlorite; green chemistry; OXIDATIVE CYCLIZATION; EFFICIENT SYNTHESIS; TRIAZOLOPYRIDINES; 1,2,4-TRIAZOLES; ALDEHYDES;
D O I：
10.3390/M1694
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The [1,2,4]triazolo[4,3-a]pyridine derivative 3-(4-(benzyloxy)-3-methoxyphenyl)-[1,2,4]triazolo[4,3-a]pyridine was prepared in a 73% isolated yield by means of an oxidative ring closure of a hydrazine intermediate. Sodium hypochlorite was used as the oxidant and ethanol as a solvent, making the process a clean, green approach. The reaction was performed at room temperature for 3 h, and then the heterocycle was isolated in an analytically pure form by extraction, followed by passing the crude product mixture through a small plug of alumina.
引用
收藏
页数：5
相关论文
共 50 条
  • [1] 4-(3-Methoxyphenyl)-1-substituted-4H-[1,2,4]triazolo[4,3-a]quinazolin-5-ones: new class of H1-antihistaminic agents
    Alagarsamy, V.
    Sharma, H. K.
    Parthiban, P.
    Singh, J. C. Hanish
    Murugan, S. Thirusenthil
    Solomon, V. Raja
    PHARMAZIE, 2009, 64 (01): : 5 - 9
  • [2] Synthesis of 1-(3-Phenylpropyl)-4-(pyridinylmethoxy)-[1,2,4]triazolo[4,3-a] quinoxalines
    Summer, Dominik
    Matuszczak, Barbara
    LETTERS IN ORGANIC CHEMISTRY, 2019, 16 (01) : 25 - 29
  • [3] Facile synthesis of [1,2,4]-triazolo[4,3-A]-pyridine and related derivatives
    Liu, Ji-Feng
    Lin, Xiangjie
    Liu, Eric
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2010, 240
  • [4] 3-[(E)-4-(2-nitrophenyl)vinyl]-1-(trifluoromethyl)-1,2,4-triazolo[4,3-a]quinoxaline
    Thiruvalluvar, A.
    Subramanyam, M.
    Butcher, R. J.
    Wagle, S.
    Adhikari, A. V.
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2007, 63 : O4867 - U6548
  • [5] Crystal Structure of a Novel 1,2,4- Triazolo[4,3-a]Pyridine Compound with Antifungal Activity
    Q. Wang
    Z.-W. Zhai
    Z.-H. Sun
    M.-Y. Yang
    L. Han
    X.-H. Liu
    C.-X. Tan
    J.-Q. Weng
    Journal of Structural Chemistry, 2018, 59 : 1473 - 1477
  • [6] Synthesis of New 3-(Alkylsulfanyl)pyrano[3,4-c]-[1,2,4]triazolo[4,3-a]pyridines
    E. G. Paronikyan
    Sh. Sh. Dashyan
    R. G. Paronikyan
    Russian Journal of Organic Chemistry, 2019, 55 : 818 - 823
  • [7] Synthesis of New 3-(Alkylsulfanyl)pyrano[3,4-c]-[1,2,4]triazolo[4,3-a]pyridines
    Paronikyan, E. G.
    Dashyan, Sh. Sh.
    Paronikyan, R. G.
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2019, 55 (06) : 818 - 823
  • [8] SYNTHESIS AND DIMERIZATION OF [1,2,4]TRIAZOLO[4,3-A]PYRIMIDINIUM-3-AMINIDES
    MARLEY, H
    MCCULLOUGH, KJ
    PRESTON, PN
    WRIGHT, SHB
    JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1988, (07) : 506 - 507
  • [9] The Structural and Optical Properties of 1,2,4-Triazolo[4,3-a]pyridine-3-amine
    Dyminska, Lucyna
    Hanuza, Jerzy
    Janczak, Jan
    Ptak, Maciej
    Lisiecki, Radoslaw
    MOLECULES, 2022, 27 (03):
  • [10] A mild synthesis of [1,2,4]triazolo[4,3-a]pyridines
    Schmidt, Michael A.
    Qian, Xinhua
    TETRAHEDRON LETTERS, 2013, 54 (42) : 5721 - 5726
12345