Synthesis of Pyrazolopyranopyrimidine and Dihydropyrano[2,3-c]Pyrazole Derivatives Using Fe3O4@THAM-Piperazine as a Superparamagnetic Nanocatalyst under Green Condition

被引:6
作者
Mir, Fatemeh [1 ]
Hazeri, Nourallah [1 ]
Maghsoodlou, Malek Taher [1 ]
Lashkari, Mojtaba [2 ]
机构
[1] Univ Sistan & Baluchestan, Fac Sci, Dept Chem, POB 98135-674, Zahedan, Iran
[2] Velayat Univ, Fac Sci, Iranshahr, Iran
关键词
Dihydropyrano[2; 3-c]pyrazole; Fe3O4@THAM-piperazine; green condition; pyrazolopyranopyrimidine; superparamagnetic nanocatalyst; ONE-POT SYNTHESIS; 4-COMPONENT SYNTHESIS; EFFICIENT CATALYST; MULTICOMPONENT REACTIONS; NANOPARTICLES; ACID; PROTOCOL;
D O I
10.1080/10406638.2022.2101488
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
In this article, a new and simple procedure was designed for the preparation of pyrazolopyranopyrimidine and dihydropyrano[2,3-c]pyrazole derivatives using the reaction between hydrazine hydrate, aryl aldehydes, malononitrile or barbituric acid, and ethyl acetoacetate using Fe3O4@THAM-piperazine as a solid nanocatalyst in a solution of water and ethanol at 60 degrees C. The present process offers advantages like easy workup, short reaction time, non-toxicity, and the use of green solvent. Moreover, recyclability studies were carried out that showed a high potential of reusing and recovering capability.
引用
收藏
页码:5375 / 5390
页数:16
相关论文
共 50 条
  • [1] SODIUM GLUCONATE: AN EFFICIENT ORGANOCATALYST FOR THE SYNTHESIS OF DIHYDROPYRANO[2,3-C]PYRAZOLE DERIVATIVES
    Khandebharad, Amol
    Sarda, Swapnil
    Soni, Mahesh
    Agrawal, Brijmohan
    BULLETIN OF THE CHEMICAL SOCIETY OF ETHIOPIA, 2019, 33 (02) : 331 - 340
  • [2] Synthesis and characterization of an Fe-MOF@Fe3O4 nanocatalyst and its application as an organic nanocatalyst for one-pot synthesis of dihydropyrano[2,3-c]chromenes
    Sheikhhosseini, Enayatollah
    Yahyazadehfar, Mahdieh
    FRONTIERS IN CHEMISTRY, 2023, 10
  • [3] Pectin as a natural biopolymer catalyst promoted green synthesis of dihydropyrano[2,3-c]pyrazole derivatives in aqueous ethanol media
    Mohamadpour, Farzaneh
    INDIAN JOURNAL OF CHEMISTRY, 2022, 61 (04): : 405 - 410
  • [4] Multi-component synthesis and invitro biological assessment of novel pyrrole derivatives and pyrano[2,3-c]pyrazole derivatives using Co3O4 nanoparticles as recyclable nanocatalyst
    Almeleebia, Tahani M.
    Naser, Mokhtar Jasim
    Saeed, Shakir Mahmood
    Abid, Majeed M.
    Altimari, Usama S.
    Shaghnab, Murtadha Laftah
    Rasen, Fadhil A.
    Alawadi, Ahmed
    Ahmad, Irfan
    Alsalamy, Ali
    FRONTIERS IN MATERIALS, 2024, 11
  • [5] Nickel ferrite as a recyclable nanocatalyst for synthesis of novel highly substituted 1,4-dihydropyrano[2,3-c]pyrazole derivatives
    Heravi, Mohammad Reza Poor
    Morsalie, Naheed
    IRANIAN CHEMICAL COMMUNICATION, 2018, 6 (01) : 87 - 96
  • [6] Fe3O4-supported N-pyridin-4-amine-grafted graphene oxide as efficient and magnetically separable novel nanocatalyst for green synthesis of 4H-chromenes and dihydropyrano[2,3-c]pyrazole derivatives in water
    Azarifar, Davood
    Khaleghi-Abbasabadi, Masoud
    RESEARCH ON CHEMICAL INTERMEDIATES, 2019, 45 (02) : 199 - 222
  • [7] Fe3O4@THAM-piperazine: a novel and highly reusable nanocatalyst for one-pot synthesis of 1,8-dioxo-octahydro-xanthenes and benzopyrans
    Faroughi Niya, Homayoun
    Hazeri, Nourallah
    Fatahpour, Maryam
    Maghsoodlou, Malek Taher
    RESEARCH ON CHEMICAL INTERMEDIATES, 2020, 46 (07) : 3651 - 3666
  • [8] β-Cyclodextrin as a supramolecular catalyst for the synthesis of dihydropyrano[2,3-c]pyrazole and spiro[indoline-3,4′-pyrano [2,3-c]pyrazole] in aqueous medium
    Tayade, Yogesh A.
    Padvi, Swapnil A.
    Wagh, Yogesh B.
    Dalai, Dipak S.
    TETRAHEDRON LETTERS, 2015, 56 (19) : 2441 - 2447
  • [9] Preparation of Fe3O4@Carrageenan-Metformin nanoparticles as a new bio-inspired magnetic nanocatalyst for the synthesis of dihydropyrano [2,3-c]pyrazoles
    Heydari, Forozan
    Bakhtiarian, Mohsen
    Khodaei, Mohammad Mehdi
    MATERIALS SCIENCE AND ENGINEERING B-ADVANCED FUNCTIONAL SOLID-STATE MATERIALS, 2023, 296
  • [10] Novel 1,4-dihydropyrano[2,3-c]pyrazole derivatives: Synthesis, characterization, biological evaluation and in silico study
    Vasava, Mahesh S.
    Bhoi, Manoj N.
    Rathwa, Sanjay K.
    Shetty, Shilpa S.
    Patel, Rikin D.
    Rajani, Dhanji P.
    Rajani, Smita D.
    Patel, Alpesh
    Pandya, Himanshu A.
    Patel, Hitesh D.
    JOURNAL OF MOLECULAR STRUCTURE, 2019, 1181 : 383 - 402