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Mendeleev Communications, 2016, Volume 26, Issue 1, Pages 72–74
DOI: https://doi.org/10.1016/j.mencom.2016.01.028
(Mi mendc2115)
 

This article is cited in 20 scientific papers (total in 20 papers)

Communications

Reactions of chromone-3-carboxylic acid and chromone-3-carboxamides with cyanoacetic acid hydrazide

M. Yu. Korneva, V. S. Moshkina, O. S. Eltsovb, V. Ya. Sosnovskikha

a Institute of Natural Sciences and Mathematics, Ural Federal University, Ekaterinburg, Russian Federation
b Institute of Chemical Engineering, Ural Federal University, Ekaterinburg, Russian Federation
Abstract: Chromone and chromone-3-carboxylic acid react with cyanoacetic acid hydrazide in the presence of NaOEt in boiling ethanol to form 6-(2-hydroxyphenyl)-1H-pyrazolo[3,4-b]pyridin-3(2H)-one (58–62% yields), whereas reaction between chromone-3-carboxamides and cyanoacetic acid hydrazide under the same conditions affords 1-amino-2,5-dioxo-2,5-dihydro-1H-chromeno[4,3-b]pyridine-3-carbonitriles (50–67% yields).
Document Type: Article
Language: English
Supplementary materials:
Supplementary_data_1.pdf (486.0 Kb)


Citation: M. Yu. Kornev, V. S. Moshkin, O. S. Eltsov, V. Ya. Sosnovskikh, “Reactions of chromone-3-carboxylic acid and chromone-3-carboxamides with cyanoacetic acid hydrazide”, Mendeleev Commun., 26:1 (2016), 72–74
Linking options:
  • https://www.mathnet.ru/eng/mendc2115
  • https://www.mathnet.ru/eng/mendc/v26/i1/p72
  • This publication is cited in the following 20 articles:
    1. Shimaa Abdel Halim, Magdy A. Ibrahim, “Synthesis, structure investigation, DFT analysis, optical, and photoelectrical properties of 9-bromo-3-hydroxychromeno[4,3-b]pyrazolo[4,3-e]pyridin-5(1H)-one (BHCPP)”, Results in Chemistry, 4 (2022), 100572  crossref
    2. Magdy A. Ibrahim, “Chemical Reactivity of 1H-Benzimidazol-2-ylacetonitrile and Dimedone toward Simple Condensates Derived from 3-Formylchromone”, HETEROCYCLES, 104:3 (2022), 482  crossref
    3. Abdolali Alizadeh, Akram Bagherinejad, Jasmine Kayanian, Robert Vianello, “An experimental and computational study of new spiro-barbituric acid pyrazoline scaffolds: restricted rotationvs.annular tautomerism”, New J. Chem., 46:15 (2022), 7242  crossref
    4. Y. Sheena Mary, Y. Shyma Mary, K. S. Resmi, Ali Shokuhi Rad, “Spectroscopic and computational study of chromone derivatives with antitumor activity: detailed DFT, QTAIM and docking investigations”, SN Appl. Sci., 3:2 (2021)  crossref
    5. Al-Shimaa Badran, Aya Ahmed, Magdy A. Ibrahim, “Chemical Transformation of Chromones into Coumarins”, HETEROCYCLES, 102:12 (2021), 2277  crossref
    6. Magdy A. Ibrahim, Youssef A. Alnamer, “Synthetic Approaches for Construction of Novel 3-Heteroarylchromeno[2,3-b]pyridines and Annulated Chromenopyridopyrazolopyrimidines”, HETEROCYCLES, 102:11 (2021), 2138  crossref
    7. Prasanta Patra, Gandhi Kumar Kar, “The synthesis, biological evaluation and fluorescence study of chromeno[4,3-b]pyridin/quinolin-one derivatives, the backbone of natural product polyneomarline C scaffolds: a brief review”, New J. Chem., 45:6 (2021), 2879  crossref
    8. Y. Sheena Mary, Y. Shyma Mary, K. S. Resmi, S. Sarala, Rohitash Yadav, Ismail Celik, “Modeling the structural and reactivity properties of hydrazono methyl-4H-chromen-4-one derivatives—wavefunction-dependent properties, molecular docking, and dynamics simulation studies”, J Mol Model, 27:6 (2021)  crossref
    9. M. Yu. Kornev, D. S. Tishin, D. L. Obydennov, V. Ya. Sosnovskikh, “Reactions of 3-functionalized chromones with triacetic acid lactone”, Mendeleev Commun., 30:2 (2020), 233–235  mathnet  crossref
    10. Magdy A. Ibrahim, Youssef A. Alnamer, “Ring Opening and Recyclization Reactions of 3‐Nitrochromone with Some Nucleophilic Reagents”, Journal of Heterocyclic Chem, 56:9 (2019), 2341  crossref
    11. Magdy A. Ibrahim, Azza M. El‐Kazak, “Ring Opening and Recyclization Reactions with Chromone‐3‐carbonitrile”, Journal of Heterocyclic Chem, 56:3 (2019), 1075  crossref
    12. Sundaravel Vivek Kumar, Shanmugam Muthusubramanian, Subbu Perumal, “Recent Progress in the Synthesis of Pyrazolopyridines and Their Derivatives”, Organic Preparations and Procedures International, 51:1 (2019), 1  crossref
    13. D. L. Obydennov, A. I. El-Tantawy, M. Yu. Kornev, V. Ya. Sosnovskikh, “Reactions of carbamoylated amino enones with 3-substituted chromones for the preparation of 2-pyridones and chromeno[4,3-b]pyridine-2,5-diones”, Mendeleev Commun., 29:2 (2019), 234–236  mathnet  crossref
    14. M. Yu. Kornev, D. S. Tishin, V. Ya. Sosnovskikh, “Reactions of chromone-3-carboxamides with 2-cyanothioacetamides”, Mendeleev Commun., 29:1 (2019), 67–68  mathnet  crossref
    15. Magdy A. Ibrahim, Al‐Shimaa Badran, Salsabeel H. Hashiem, “Heteroannulated Coumarins and Chromones from Chemical Transformations of 6,8‐Dimethylchromone‐3‐carbonitrile”, Journal of Heterocyclic Chem, 55:12 (2018), 2844  crossref
    16. V. Ya. Sosnovskikh, D. A. Vetyugova, A. V. Safrygin, O. S. Eltsov, P. A. Slepukhin, “Self-condensation of 2-(ethoxalylmethyl)chromones into new derivatives of isotetronic acid”, Mendeleev Commun., 28:4 (2018), 434–436  mathnet  crossref
    17. D. Yu. Demin, K. A. Myannik, P. A. Ermolich, M. M. Krayushkin, V. N. Yarovenko, “Synthesis of 3-(N-arylthiocarbamoyl)chromones from 2-hydroxyaryl amino enones and isothiocyanates”, Mendeleev Commun., 28:5 (2018), 485–486  mathnet  crossref
    18. Clementina Santos, Vera Silva, Artur Silva, “Synthesis of Chromone-Related Pyrazole Compounds”, Molecules, 22:10 (2017), 1665  crossref
    19. L. N. Kulikova, R. S. Borisov, L. G. Voskresenskii, “Ring opening in 1,2,3,4-tetrahydrochromeno[3,2-c]pyridines under the action of electron-deficient alkynes”, Mendeleev Commun., 27:6 (2017), 640–641  mathnet  crossref
    20. Mikhail Yu. Kornev, Vyacheslav Ya. Sosnovskikh, “Synthesis and chemical properties of chromone-3-carboxylic acid (review)”, Chem Heterocycl Comp, 52:2 (2016), 71  crossref
    Citing articles in Google Scholar: Russian citations, English citations
    Related articles in Google Scholar: Russian articles, English articles
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