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Journal articles on the topic 'Chloroquinoline 3 carbaldehyde derivative'

Author: Grafiati

Published: 4 June 2025

Last updated: 1 August 2025

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1

Arsanious, Mona, Shaban Darwish, El-Sayed Shalaby, and Dina El-Ghwas. "Synthesis, X-ray, DFT Studies and Antimicrobial Properties of New Quinolinylphosphonates." Letters in Organic Chemistry 16, no. 8 (2019): 668–75. http://dx.doi.org/10.2174/1570178616666181231161801.

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The phosphorus atom in hexamethyl phosphorus triamide 5 attacks the carbonyl function in 2-chloroquinoline-3-carbaldehyde 4a to give the bis-quinolinyl ethanone product 6. On the other hand, quinoline ring-attack proceeds by the same phosphorus reagent upon reaction with 2-chloroquinoline- 3-aldoxime 4b yielding phosphonate 7. Meanwhile, the reaction of the tris-aminophosphine reagent 5 with 2-chloroquinoline- 3-(p-chlorophenyl)imine 4c affords the respective α-aminophosphonate 8. Moreover, the attack by phosphine 5 on 2-chloroquinoline-3-imines 4d and 4e produces the respective cyclic azophos

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2

Salem, Mohammed A., Moustafa A. Gouda, and Ghada G. El-Bana. "Chemistry of 2-(Piperazin-1-yl) Quinoline-3-Carbaldehydes." Mini-Reviews in Organic Chemistry 19, no. 4 (2022): 480–95. http://dx.doi.org/10.2174/1570193x18666211001124510.

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Abstract: This review described the preparation of 2- chloroquinoline-3-carbaldehyde derivatives 18 through Vilsmeier-Haack formylation of N-arylacetamides and the use of them as a key intermediate for the preparation of 2-(piperazin-1-yl) quinoline-3-carbaldehydes. The synthesis of the 2- (piperazin-1-yl) quinolines derivatives was explained through the following chemical reactions: acylation, sulfonylation, Claisen-Schmidt condensation, 1, 3-dipolar cycloaddition, one-pot multicomponent reactions (MCRs), reductive amination, Grignard reaction and Kabachnik-Field’s reaction.

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3

Bonyad, Ali Moin. "Synthesis of Chalcones from Acetone and tetrazole and 2-acetyl naphthalene Assisted by Microwave." Engineering and Technology Quarterly Reviews 3, no. 1 (2020): 16–22. https://doi.org/10.5281/zenodo.3686827.

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In the present study, we understood the total synthesis one chalcone derivative via Claisen-Schmidt condensation of the respective aldehydes and ketones using Microwave assisted irradiation method. In the microwave environment, chemical reactions usually proceed faster and give higher yields with fewer by- products. In the synthesis, a common aldehyde namely tetrazolo {1, 5-a} quinoline-4-carbaldehyde was used while the ketones used were respectively acetone, 2- acetyl Naphthalene. The Chalcone synthesised from Tetrazolo {1, 5-a} quinolone-4-carbaldehyde and acetone was 4-(tetrazolo {1, 5-a} q

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4

Kumara, Tholappanavara H. Suresha, Gopalpur Nagendrappa, Nanjappa Chandrika, et al. "Reactions between arylhydrazinium chlorides and 2-chloroquinoline-3-carbaldehydes: molecular and supramolecular structures of a hydrazone, a 4,9-dihydro-1H-pyrazolo[3,4-b]quinoline and two 1H-pyrazolo[3,4-b]quinolines." Acta Crystallographica Section C Structural Chemistry 72, no. 9 (2016): 670–78. http://dx.doi.org/10.1107/s205322961601278x.

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Hydrazone derivatives exhibit a wide range of biological activities, while pyrazolo[3,4-b]quinoline derivatives, on the other hand, exhibit both antimicrobial and antiviral activity, so that all new derivatives in these chemical classes are potentially of value. Dry grinding of a mixture of 2-chloroquinoline-3-carbaldehyde and 4-methylphenylhydrazinium chloride gives (E)-1-[(2-chloroquinolin-3-yl)methylidene]-2-(4-methylphenyl)hydrazine, C17H14ClN3, (I), while the same regents in methanol in the presence of sodium cyanoborohydride give 1-(4-methylphenyl)-4,9-dihydro-1H-pyrazolo[3,4-b]quinoline

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5

Morteza, Shiri, Heydari Masumeh, and Zadsirijan Vahideh. "Efficient synthesis of novel functionalized pyrazolo-pyranoquinoline and tetrahydrodibenzo-[1,8]naphthyridinone derivatives." Tetrahedron 73, no. 15 (2017): 2116–22. https://doi.org/10.1016/j.tet.2017.02.064.

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The facile and efficient synthesis of 1,4-dihydropyrazolo-pyrano-[2,3-b]quinoline derivatives from the reaction of 2-chloroquinoline-3-carbaldehydes and pyrazolones is described. Moreover, a one-pot method for the development of functionalized tetrahydrodibenzo[b,g][1,8]naphthyridinone derivatives is reported by using a threecomponent reaction of 2-chloroquinoline 3-carbaldehydes, pyrazolone, and enaminones catalyzed by L-proline in EtOH.

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6

Gangadhara, Angajala, and Subashini R. "Synthesis and docking studies of novel quinoline substituted thiobarbituric acid derivatives as potential therapeutic agents for type-II diabetes." Journal of Indian Chemical Society Vol. 92, Jun 2015 (2015): 918–20. https://doi.org/10.5281/zenodo.5637670.

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Chemistry Research Laboratory, Organic Chemistry Division, School of Advanced Sciences, VIT University, Vellore-632 014, Tamilnadu, India <em>E-mail </em>: dr.subashini.r@gmail.com In the present work novel 5-((2-chloroquinolin-3-yl)methylene)-dihydro-2-thioxopyrimidine-4,6(1<em>H</em>,5<em>H</em>)-dione derivatives were synthesized by Knoevenagel condensation of 2-chloroquinoline-3-carbaldehyde with thiobarbituric acid. The synthesized compounds were successfully characterized by FTIR, <sup>1</sup>H NMR and <sup>13</sup>C NMR. Further comparative docking studies were carried out to find out t

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7

Abdi, Bayan, Mona Fekadu, Digafie Zeleke, Rajalakshmanan Eswaramoorthy, and Yadessa Melaku. "Synthesis and Evaluation of the Antibacterial and Antioxidant Activities of Some Novel Chloroquinoline Analogs." Journal of Chemistry 2021 (December 30, 2021): 1–13. http://dx.doi.org/10.1155/2021/2408006.

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Quinoline heterocycle is a useful scaffold to develop bioactive molecules used as anticancer, antimalaria, and antimicrobials. Inspired by their numerous biological activities, an attempt was made to synthesize a series of novel 7-chloroquinoline derivatives, including 2,7-dichloroquinoline-3-carbonitrile (5), 2,7-dichloroquinoline-3-carboxamide (6), 7-chloro-2-methoxyquinoline-3-carbaldehyde (7), 7-chloro-2-ethoxyquinoline-3-carbaldehyde (8), and 2-chloroquinoline-3-carbonitrile (12) by the application of Vilsmeier–Haack reaction and aromatic nucleophilic substitution of 2,7-dichloroquinoline

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8

Morteza, Shiri, Notash Behrouz, Zamanian Fatemeh, Yasaei Zahra, and Ranjbar Maryam. "Palladium-catalyzed tandem reaction of 2-chloroquinoline-3-carbaldehydes and isocyanides." Organic and Biomolecular Chemistry 15, no. 47 (2017): 10073–81. https://doi.org/10.1039/c7ob02043k.

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A facile domino reaction of 2-chloroquinoline-3-carbaldehydes in one and two equivalents of isocyanide has been investigated. Three-component reactions of 2chloroquinoline-3-carbaldehydes, isocyanides and amines are also described. In this Pdcatalyzed reaction under controlled conditions, three novel types of quinoline derivatives were formed via amidation, lactamization or carbamate formation along with the formation of C–C, C–N, and C–O bonds in a one-pot procedure.

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9

Potdar, Vaibhav V., Arun B. Joshi, and Himanshu Joshi. "Synthesis, Antibacterial Screening and ADME Prediction of Novel Ester Derivatives of 6-Substituted-2-chloroquinoline-3-carbaldehyde." Asian Journal of Chemistry 36, no. 7 (2024): 1518–22. http://dx.doi.org/10.14233/ajchem.2024.31503.

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In this research, a series of novel 2-chloroquinoline-3-carbaldehyde analogues (4a-f) were successfully synthesized by employing several acetanilides in combination with hydrazides and acyl chlorides. The methodology yielded compounds with distinct substitutions, thus expanding the chemical diversity of this class of compounds. Characterization through FT-IR, 1H NMR, 13C NMR and mass spectral analysis confirmed the structural integrity of the synthesized derivatives. The ADME study indicates that the synthesized compounds were found to be possessing reliable ADME properties. The antimicrobial

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10

Sangula, Vara Satish, and Paul Douglas Sanasi. "Green Synthesis of N-Aryl, 2-(Chloroquinoline)-4-Thiazolidinone Derivatives using Magnetically Separable Copper Oxide Nano Particles and their Anti-Cancer Activity Studies." Research Journal of Chemistry and Environment 27, no. 12 (2023): 12–23. http://dx.doi.org/10.25303/2712rjce012023.

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Multi-component one-pot synthesis of biologically active heterocyclic compounds has been prevailing as a potential methodology to meet the therapeutic requirements of the pharmaceutical industry. On this background, a facile one-pot green synthesis of Nsubstitutedaryl- 2-(chloroquinoline)-4-thiazolidinone derivatives (4a-h) was conducted with a mixture of 2- chloroquinoline-3-carbaldehyde (1), thioglycolic acid (2) and various aromatic amines (3a-h). The reaction involved cyclo-condensation mechanism catalyzed by the synthesized CuO NPs which were obtained through hydrothermal method. These NP

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11

Morteza, Shiri, Mohammadnejad Masoumeh, Heydari Masumeh, Faghihi Zeinab, and Afshinpoor Leila. "A Novel High Selective Colorimetric Chemosensor for Determination of Copper in Food Samples: Visual Detection." ChemistrySelect 5, no. 43 (2020): 13690–93. https://doi.org/10.1002/slct.202003364.

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Rhodamine B hydrazide and 2-chloroquinoline-3-carbaldehyde derivatives were used to synthesize novel colorimetric sensors for highly selective detection of copper ion. The measurement was based on the interaction between the synthesized ligands and Cu2+ and the sharp color change of the ligand from yellow to pink in the presence of Cu2+ ncrease in absorbance intensity at the new appeared absorbance peak was used as an analytical signal. The effect of parameters, such as time and sensor concentration were also investigated and discussed. The calibration curve was considered too under the optimu

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12

Zeleke, Digafie, Rajalakshmanan Eswaramoorthy, Zerihun Belay, and Yadessa Melaku. "Synthesis and Antibacterial, Antioxidant, and Molecular Docking Analysis of Some Novel Quinoline Derivatives." Journal of Chemistry 2020 (July 24, 2020): 1–16. http://dx.doi.org/10.1155/2020/1324096.

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2-Chloroquinoline-3-carbaldehyde and 2-chloro-8-methylquinoline-3-carbaldehyde derivatives were synthesized through Vilsmeier formulation of acetanilide and N-(o-tolyl)acetamide. Aromatic nucleophilic substitution reaction was used to introduce various nucleophiles in place of chlorine under different reaction conditions. The carbaldehyde group was oxidized by permanganate method and reduced with metallic sodium in methanol and ethanol. The synthesized compounds were characterized by UV-Vis, IR, and NMR. The antibacterial activity of the synthesized compounds was screened against two Gram-posi

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13

Le, Trong Duc, Ngoc Nam Pham, and Tien Cong Nguyen. "Preparation and Antibacterial Activity of Some New 4-(2-Heterylidenehydrazinyl)-7-chloroquinoline Derivatives." Journal of Chemistry 2018 (2018): 1–7. http://dx.doi.org/10.1155/2018/4301847.

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N-(4-Substituted phenyl)acetamides, which were prepared from acetic anhydride and p-substituted anilines, were utilized as precursors for reactions to Vilsmeier-Haack reagent to form 6-substituted-2-chloroquinoline-3-carbaldehydes 3a–c. Meanwhile, a similar reagent was applied to 1-[1-(4-substituted phenyl)ethylidene]-2-phenylhydrazines as substrates, which were synthesized from phenylhydrazine hydrochloride and p-substituted acetophenones, and 1,3-diarylpyrazole-4-carbaldehydes 3d–f were observed as a result. Reactions between the aldehydes 3a–f and 7-chloro-4-hydrazinylquinoline 2, obtained

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14

Zohny, Yasser M., Samir M. Awad, Maha A. Rabie, and Omar Awad Alsaidan. "Design, Synthesis, Molecular Modeling, and Biological Evaluation of Novel Pyrimidine Derivatives as Potential Calcium Channel Blockers." Molecules 28, no. 12 (2023): 4869. http://dx.doi.org/10.3390/molecules28124869.

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Pyrimidines play an important role in modern medical fields. They have a wide spectrum of biological activities such as antimicrobial, anticancer, anti-allergic, anti-leishmanial, antioxidant agents and others. Moreover, in recent years, 3,4-dihydropyrimidin-2(1H)ones have attracted researchers to synthesize them via Biginelli reaction and evaluate their antihypertensive activities as bioisosters of Nifedipine, which is a famous calcium channel blocker. Our new target compounds were prepared through one-pot reaction of thiourea 1, ethyl acetoacetate 2 and/or 1H-indole-2-carbaldehyde, 2-chloroq

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15

Sangula, Vara Satish, and Paul Douglas Sanasi. "One-pot Synthesis of Thieno[2, 3-b]quinoline derivatives using Magnetically Active CuO Nano particles and Investigation of their Anti-Malarial Activities." Research Journal of Chemistry and Environment 27, no. 2 (2023): 81–90. http://dx.doi.org/10.25303/2702rjce081090.

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A novel approach of forming thieno[2,3-b]quinoline derivatives (3a-h) was reported in the presence of copper oxide nano particles (CuO NPs). The reaction was conducted with 2-chloroquinoline-3-carbaldehyde as the precursor and its analogs (1a-h) which have undergone cyclo-condensation with thioglycolic acid (TGA, 2) and tetrahydrofuran (THF) solvent under reflux conditions (50 oC) for 2h. The synthesized CuO NPs were characterized by using PXRD and SEM-EDS instrumental techniques. The structural attributes of the organic compounds were confirmed with FTIR, 1H-NMR, 13C-NMR and Mass spectral tec

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16

Morteza, Shiri, Nejatinezhad-Arani Atefeh, and Faghihi Zeinab. "Synthesis of Novel Quinoline-substituted 1,4-dihydropyridine Derivatives via Hantzsch Reaction in Aqueous Medium: Potential Bioactive Compounds." Journal of Heterocyclic Chemistry 54, no. 1 (2015): 131–36. https://doi.org/10.1002/jhet.2553.

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The synthesis of a novel series of substituted 1,4-dihydropyridines was achieved in aqueous media by base-catalyzed three-component Hantzsch reaction of 2chloroquinoline-3-carbaldehydes, ammonium acetate, and alkyl acteoacetate in good to high yields. Important advantages of this method are easy access to a library of novel quinoline and quinolone derivatives, green reaction conditions with water as solvent, and ease of purification.

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17

Khan, F. Nawaz, R. Subashini, Rajesh Kumar, Venkatesha R. Hathwar, and Seik Weng Ng. "2-Chloroquinoline-3-carbaldehyde." Acta Crystallographica Section E Structure Reports Online 65, no. 11 (2009): o2710. http://dx.doi.org/10.1107/s1600536809040665.

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18

Morteza, Shiri, Hamidi Hoda, A. Oskooie Hossein, et al. "Synthesis and anti-bacterial evaluation of novel thio- and oxazepino[7,6-b]quinolines." Journal of the Iranian Chemical Society 12, no. 12 (2015): 2205–12. https://doi.org/10.1007/s13738-015-0698-5.

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Cyclocondensation of 2-chloroquinoline-3-carbaldehydes and 2-thiophenol/2aminophenols led to the formation of benzo[2,3][1,4]thio- or oxazepino[7,6-b]quinolines. Ugi reaction of the latter compound with various carboxylic acids and isocyanides gave novel oxazepino[7,6b]quinoline derivatives. All compounds were evaluated for their antibacterial and anti-fungal activities. Among them, compounds 4a, 4b and 4d showed moderate to good activity.

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19

Rajkumar, Rayappan, Raju Ravikumar, Matheshwaran Dineshkumar, and Mallanaicker Myilsamy. "A Green Approach to the Synthesis of Fused Benzo[1,8]-naphthyridine derivatives by One-pot Three Component Reaction." Research Journal of Chemistry and Environment 27, no. 7 (2023): 34–39. http://dx.doi.org/10.25303/2707rjce034039.

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One pot synthesis of 3,3-dimethyl-3,4-dihydro-2Hdibenzo [b,g][1,8]-naphthyridin-1-one derivatives has been accomplished by three component protocol involving 2-chloroquinoline-3-carbaldehydes, cyclichexanedione and ammonium acetate as a base catalyst. Mild reaction conditions and good yields are obtained by reaction lying in green approach. This route avoids the use of toxic organic solvents, expensive catalysts and anhydrous conditions. The protocol used narrates the interesting development of highly selective methods for the contruction of Ncontaining heterocycle moiety in aqueous medium rea

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20

(MRS.), V. A. JADHAV. "2-Chloroquinoline·-3-carbaldehyde Thiosemicarbazone as a Spectrophotometric Reagent for Detennination of Iron." Journal of Indian Chemical Society Vol. 72, Feb 1995 (1995): 143–44. https://doi.org/10.5281/zenodo.5901224.

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Department of Chemistry, Shivaji University. Kolhapur-416 004 <em>Manuscript received 17 August 1993, accepted 3 November 1993</em> 2-Chloroquinoline·-3-carbaldehyde Thiosemicarbazone as a Spectrophotometric Reagent for Detennination of Iron

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21

(MRS.), V. A. JADHAV, and M. U. KULKARNI (Ms.). "7-Methyl-2-chloroquinoline-3-carbaldehyde Thiosemicarbazone as Analytical Reagent for Copper,-Cobalt--and Nickel(II)." Journal of Indian Chemical Society Vol. 69, May 1992 (1992): 287–88. https://doi.org/10.5281/zenodo.6089420.

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Department of Chemistry, Shivaji University, Kolhapur-416 001 <em>Manuscript received 1 August 1988, revised 11 September 1989, accepted 1 April 1992</em> 7-Methyl-2-chloroquinoline-3-carbaldehyde Thiosemicarbazone as Analytical Reagent for Copper,-Cobalt--and Nickel(II). 

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22

V., A. JADHAV. "Spectrophotometric Method for Determination of Palladium(II), Gold(III) and Ruthenium(III) with 8-Methoxy-2-chloroquinoline-3-carbaldehyde thiosemicarbazone." Journal of Indian Chemical Society Vol. 75, Jan 1998 (1998): 55. https://doi.org/10.5281/zenodo.5913248.

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Department of Chemistry, Shivaji University, Kolhapur-416 004 <em>Manuscript received 3 November 1995, revised 24 July 1996, accepted 13 December 1996</em> Spectrophotometric Method for Determination of Palladium(II), Gold(III) and Ruthenium(III) with 8-Methoxy-2-chloroquinoline-3-carbaldehyde thiosemicarbazone.

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23

Abdel-Wahab, Bakr F., and Rizk E. Khidre. "2-Chloroquinoline-3-carbaldehyde II: Synthesis, Reactions, and Applications." Journal of Chemistry 2013 (2013): 1–13. http://dx.doi.org/10.1155/2013/851297.

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24

(MRS.), V. A. JADHAV, and G. VANDRE A. "8-Methoxy-2-chloroquinoline-3-carbaldehyde Thiosemicarbazone as an Analytical Reagent for Cobalt(II) and Copper(II)." Journal of Indian Chemical Society Vol. 72, Oct 1995 (1995): 747–48. https://doi.org/10.5281/zenodo.5909385.

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Department of Chemistry, Shivaji UniverMty, Kolhapur-416 004 <em>Manuscript received 2 November 1993, revised 21 February 1994,accepted 18 May 1994</em> 8-Methoxy-2-chloroquinoline-3-carbaldehyde Thiosemicarbazone as an Analytical Reagent for Cobalt(II) and Copper(II)

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(MRS.), V. A. JADHAV. "2-Chloroquinoline-3-carbaldehyde Thiosemicarbazone (2-Cl-QAT) as Analytical Reagent for Determination of Cobalt(II), Manganese(II) and Chromium(III)." Journal of Indian Chemical Society Vol. 72, Sep 1995 (1995): 651–52. https://doi.org/10.5281/zenodo.5909705.

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Department of Chemistry, Shivaji University, Vidyanagar, Kolhapur-416 004 <em>Manuscript received 17 August 1993, revised 11 January 1994, accepted 6 April 1994</em> 2-Chloroquinoline-3-carbaldehyde Thiosemicarbazone (2-Cl-QAT) as Analytical Reagent for Determination of Cobalt(II), Manganese(II) and Chromium(III).

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26

Hamama, Wafaa S., Mona E. Ibrahim, Ayaa A. Gooda, and Hanafi H. Zoorob. "Recent advances in the chemistry of 2-chloroquinoline-3-carbaldehyde and related analogs." RSC Advances 8, no. 16 (2018): 8484–515. http://dx.doi.org/10.1039/c7ra11537g.

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27

Morteza, Shiri, Pourabed Raziyeh, Sodagar Esmat, and Zadsirjan Vahideh. "Highly selective organocatalytic three-component reaction of 2-chloroquinoline-3-carbaldehydes, 6-aminouracils, and cyclic methylene active compounds." Tetrahedron Letters 57, no. 49 (2016): 5435–38. https://doi.org/10.1016/j.tetlet.2016.10.057.

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An efficient synthesis of novel functionalized 4H-pyrano[2,3-b]quinoline and 1,4dihydrobenzo[b][1,8]naphthyridine derivatives via the one-pot reaction of 2chloroquinoline-3carbaldehydes, 6-aminouracils and dimedone or 3-methyl-1H-pyrazol5(4H)-one was developed. The simple procedure, mild organocatalytic reaction conditions, good to high yields, and no column chromatography are important features of this protocol.

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El-Samahy, Fatma A., Nabila M. Ibrahim, and Mohamed R. H. Mahran. "The behavior of 2-chloroquinoline-3-carbaldehyde and 2-oxoquinoline-3-carbaldehyde toward stabilized methylenetriphenylphosphoranes and secondary amines." Phosphorus, Sulfur, and Silicon and the Related Elements 191, no. 1 (2016): 59–64. http://dx.doi.org/10.1080/10426507.2015.1085042.

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Morteza, Shiri, M. Heravi Majid, Hosseinnejad Tayebeh, Faghihi Zeinab, and Vazinfard Mahdiyeh. "Synthesis of 2-amino-3-cyano 4-H-chromenes containing quinoline in water: computational study on substituent effects." Journal of the Iranian Chemical Society 14, no. 4 (2017): 823–32. https://doi.org/10.1007/s13738-016-1032-6.

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An efficient, high yielding and environmentally benign strategy to the synthesis of new 2amino-3-cyano-4H-chromene derivatives, via one-pot three-component reaction involving malononitrile, various α- or β-naphthol and appropriate aromatic aldehydes including 2chloroquinoline3-carbaldehydes in the presence of morpholine in water, was achieved. During the development of the synthesis five new chromene derivatives were fruitfully synthesized. It was found that employing this approach, aromatic aldehydes bearing electron-withdrawing groups give higher yields of the corresponding produc

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Manjupriya, Ravichandran, and Selvaraj Mohana Roopan. "Unveiling the Photocatalytic Activity of Carbon Dots/g-C3N4 Nanocomposite for the O-Arylation of 2-Chloroquinoline-3-carbaldehydes." Catalysts 13, no. 2 (2023): 308. http://dx.doi.org/10.3390/catal13020308.

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Visible-light-active, organic, heterogeneous photocatalysts offer an ecologically friendly and sustainable alternative to traditional metal-based catalysts. In this work, we report the microwave synthesis of nanocarbon dots (CDs), loaded with graphitic carbon nitride (g-C3N4). The fabricated nanocomposite was shown to exhibit various properties, such as the Schottky heterojunction. The optical properties, functional group analysis, surface morphology, crystallinity, chemical stability, electronic properties, and pore size distribution of the synthesized nanocomposite were analyzed by Ultraviol

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Kaminwar, N. S., та S. L. Nakkalwar. "A Green and Safe Synthesis of α-Hydroxyphosphonates Using Copper Nanoparticles Supported on Carbon Microspheres (Cu-NP/C)". International Journal of Advance and Applied Research 5, № 27 (2024): 5–7. https://doi.org/10.5281/zenodo.13856498.

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Carbon microsphere-supported copper nanoparticles (Cu-NP/C) are an economical, efficient, non-toxic, and mild catalyst for synthesizing α-hydroxyphosphonates from 2-chloroquinoline-3-carbaldehyde and triethylphosphite under ultrasound irradiation in a solvent-free environment. This approach offers several significant benefits, including a simple experimental procedure, reduced reaction time, high product yield, and eco-friendly features due to the absence of toxic catalysts and solvents. Some of the synthesized compounds were characterized using IR, <sup>1</sup>H NMR, and mass spectrosco

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Rajkumar, Pokalwar. "Zinc Chloride an efficient catalyst for the Synthesis of α-hydrxyphosphonates". International Journal of Advance and Applied Research 5, № 27 (2024): 37–39. https://doi.org/10.5281/zenodo.13856777.

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Zinc chloride serves as a cost-effective, efficient, non-toxic, and gentle catalyst for the synthesis of α-hydroxyphosphonates from 2-chloroquinoline-3-carbaldehyde and triethylphosphite, using ultrasound irradiation in a solvent-free environment. This method offers several notable benefits: it involves straightforward experimental procedures, achieves shorter reaction times, provides high product yields, and promotes environmentally friendly practices by eliminating the need for toxic catalysts and solvents. All synthesized compounds were characterized using IR, ¹H NMR, and mass sp

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El-mahdy, Kamelia, Azza El-Kazak, Mohamed Abdel-Megid, Magdy Seada, and Osama Farouk. "Synthesis, Characterization and Biological Evaluation of some New Thieno[2,3-d]Pyrimidine Derivatives." JOURNAL OF ADVANCES IN CHEMISTRY 5, no. 1 (2009): 581–91. http://dx.doi.org/10.24297/jac.v5i1.937.

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10-Oxo-4,6,7,8,9,10-hexahydroprazolo[1,5-a][1]benzothieno[2,3-d]pyrimidine-3-carbaldehyde (2) was prepared by Vilsmeier-Haack reaction of 3-amino-2-methyl-5,6,7,8-tetrahydro[1]benzothieno[2,3-d]pyrimidin-4(3H)-one (1). Reaction of carbaldehyde derivative 2 with malononitrile afforded arylidene malononitrile 3. Cyclization of the latter compound with thiourea yielded pyrimidinethione 4. Interaction of carbaldehyde derivative 2 in presence of thiourea with keto- compounds such as ethyl acetoacetate, or acetylacetone, or dimedone or ethyl cyanoacetate gave pyrimidine derivatives 5-8. Hydrazinolys

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Abd El-Aal, Hassan A. K. "Friedel–Crafts Chemistry. Part 48. Concise Synthesis of Condensed Azaheterocyclic [1,8]naphthyridinones, Azepino-, Azocino-, and Azoninoquinoline Systems via Friedel–Crafts Ring Closures." Australian Journal of Chemistry 70, no. 10 (2017): 1082. http://dx.doi.org/10.1071/ch17108.

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Unprecedented construction of a novel series of quinoline heteropolycycles (tetracyclic keto-analogues of [1,8]naphthyridinones, azepino-, azocino- and azonino[2,3-b]quinolinones systems) 10a–i by Friedel–Crafts cycliacylation reactions is described. Starting heterocyclic acids precursors 3a–i were prepared from easily accessible 2-chloroquinoline-3-carbaldehyde 1 via a three different synthetic pathways. Acid-catalyzed ring closures of the resulting tosylated acids were achieved under the influence of both Brønsted and Lewis acid catalysts. The present strategy enables a straightforward synth

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35

Epishina, Tatiana M. "ASSESSMENT OF BIOLOGICAL INFLUENCE OF CHLOROQUINOLINE DERIVATIVE." Hygiene and sanitation 97, no. 6 (2018): 505–8. http://dx.doi.org/10.18821/0016-9900-2018-97-6-505-508.

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Introduction. The antidote of chloroquinoline derivative contains in the stuff of selective, post-emergence herbicide of systemic action against a broad spectrum of annual cereals weeds for one-time ground handings of spring and winter weed crops. Cultural cereals are protected by the presence of the antidote chlorhinoline derivative in the preparation. The aim of the study. To investigate the exploring chronic influence of the antidote chloroquinoline derivative in its multiple entering warm-blooded organisms (male rats) for finding out the kind of the biological influence, active and non-act

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36

Vale, Luís S. H. P., Joana F. B. Barata, Carla I. M. Santos, et al. "Corroles in 1,3-dipolar cycloaddition reactions." Journal of Porphyrins and Phthalocyanines 13, no. 03 (2009): 358–68. http://dx.doi.org/10.1142/s1088424609000371.

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The azomethine ylide generated from the reaction of a corrole-3-carbaldehyde and N-methylglycine was trapped with dimethyl fumarate, dimethyl acetylenedicarboxylate and fullerene C60 in 1,3-dipolar cycloadditions. A similar azomethine ylide generated from a corrole-2-carbaldehyde was trapped with 1,4-naphthoquinone, yielding the expected dehydrogenated 1,3-dipolar cycloadduct and a quinone-fused corrole derivative. A detailed synchrotron single-crystal X-ray diffraction analysis of the gallium(III)(pyridine) complex of 5,10,15-tris(pentafluorophenyl)corrole-3-carbaldehyde is also presented.

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Kit, O. I., V. I. Minkin, E. A. Lukbanova, et al. "Evaluation of the cytotoxic activity and toxicity of a tropolone derivative with a potential antitumor effect." Bulletin of Siberian Medicine 21, no. 2 (2022): 60–66. http://dx.doi.org/10.20538/1682-0363-2022-2-60-66.

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The aim. To study the toxicity of 2-(6,8-dimethyl-5-nitro-4-chloroquinoline-2-yl)-5,6,7-trichloro-1,3-tropolone in vitro and in vivo.Materials and methods. 2-(6,8-dimethyl-5-nitro-4-chloroquinoline-2-yl)-5,6,7-trichloro-1,3-tropolone was synthesized using a method for expanding the o-quinone cycle during the reaction between 5-nitro-2,6,8-trimethyl4-chloroquinoline and 3,4,5,6-tetrachloro-1,2-benzoquinone while boiled in dioxane. An in vitro experiment was carried out in the human A549 cell line. Cell viability was assessed using the MTT colorimetric assay by reducing the optical density of th

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38

R., A. PAWAR, B. BAJARE P., and B. MUNDADE S. "Studies on Vilsmeier-Haack Reaction. A New Route to 2-Chloroquinoline-3-carboxyaldehydes and a Furoquinoline Derivative." Journal of Indian Chemical Society Vol. 67, Aug 1990 (1990): 685–86. https://doi.org/10.5281/zenodo.6243859.

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Department of Chemistry,S.S V.P. Sanstha's Late Karmveer Dr. P.R. Ghogrey Science College, Dhule·424 005 <em>Manuscript received 5 October 1989, revised 30 March 1990. accepted 11 May 1990</em> Studies on Vilsmeier-Haack Reaction. A New Route to 2-Chloroquinoline-3-carboxyaldehydes and a Furoquinoline Derivative  

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39

Ishikawa, Yoshinobu. "8-Chloro-4-oxo-4H-chromene-3-carbaldehyde." Acta Crystallographica Section E Structure Reports Online 70, no. 7 (2014): o743. http://dx.doi.org/10.1107/s1600536814012483.

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In the title compound, C10H5ClO3, a chlorinated 3-formylchromone derivative, all atoms are essentially coplanar (r.m.s. deviation = 0.032 Å for the non-H atoms), with the largest deviation from the least-squares plane [0.0598 (14) Å] being for a pyran-ring C atom. In the crystal, molecules are linked through stacking interactions along thebaxis [shortest centroid–centroid distance between the pyran and benzene rings = 3.566 (2) Å].

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40

Ishikawa, Yoshinobu. "6-Chloro-4-oxo-4H-chromene-3-carbaldehyde." Acta Crystallographica Section E Structure Reports Online 70, no. 5 (2014): o514. http://dx.doi.org/10.1107/s1600536814007119.

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In the title compound, C10H5ClO3, a chlorinated 3-formylchromone derivative, the non-H atoms are essentially coplanar (r.m.s. deviation = 0.0456 Å) with the largest deviation from the least-squares plane [0.1136 (16) Å] being found for the ring-bound carbonyl O atom. In the crystal, molecules are linked through stacking interactions along thebaxis [shortest centroid–centroid distance between the pyran and benzene rings = 3.4959 (15) Å].

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41

Pokalwar, Rajkumar U., Rajkumar V. Hangarge, Prakash V. Maske та Murlidhar S. Shingare. "Synthesis and antibacterial activities of α-hydroxyphosphonates and α-acetyloxyphosphonates derived from 2-chloroquinoline-3-carbaldehyde". Arkivoc 2006, № 11 (2006): 196–204. http://dx.doi.org/10.3998/ark.5550190.0007.b20.

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42

Ishikawa, Yoshinobu. "6,8-Diiodo-4-oxo-4H-chromene-3-carbaldehyde." Acta Crystallographica Section E Structure Reports Online 70, no. 5 (2014): o536. http://dx.doi.org/10.1107/s1600536814006904.

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The title compound, C10H4I2O3, is an iodinated 3-formylchromone derivative, and the atoms are essentially coplanar [r.m.s. deviation = 0.049 Å, largest deviation from the least-squares plane = 0.111 (9) Å for the CH(=O) C atom]. In the crystal, molecules are linked into a three-dimensional network through halogen bonds [I...O = 3.352 (5) and 3.405 (7) Å, C—I...O = 144.2 (3) and 154.5 (3)°, and C=O...I = 134.9 (6) and 146.0 (6)°], and π–π stacking interactions [centroid–centroid distance = 3.527 (6) Å].

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43

Ishikawa, Yoshinobu. "6-Iodo-4-oxo-4H-chromene-3-carbaldehyde." Acta Crystallographica Section E Structure Reports Online 70, no. 7 (2014): o744. http://dx.doi.org/10.1107/s1600536814012471.

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In the title compound, C10H5IO3, an iodinated 3-formylchromone derivative, the non-H atoms are essentially coplanar (r.m.s. deviation = 0.0259 Å), with the largest deviation from the least-squares plane [0.056 (5) Å] being found for the formyl O atom. In the crystal, molecules are linked through I...O halogen bonds [I...O = 3.245 (4) Å, C—I...O = 165.95 (13) and C=O...I = 169.7 (4)°] along [101]. The supramolecular chains are assembled into layersviaπ–π stacking interactions along thebaxis [shortest centroid–centroid distance between the pyran and benzene rings = 3.558 (3) Å].

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44

Ishikawa, Yoshinobu. "6-Bromo-4-oxo-4H-chromene-3-carbaldehyde." Acta Crystallographica Section E Structure Reports Online 70, no. 5 (2014): o555. http://dx.doi.org/10.1107/s160053681400796x.

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In the title compound, C10H5BrO3, a brominated 3-formylchromone derivative, the non-H atoms are essentially coplanar (r.m.s. deviation = 0.0420 Å), with the largest deviation from its mean plane [0.109 (2) Å] being found for the ring-bound carbonyl O atom. In the crystal, molecules are linked through halogen bonds [Br...O = 3.191 (2) Å, C—Br...O = 167.32 (10)° and C=O...Br = 168.4 (2)°] along [101]. Molecules are assembled into layers parallel to (101)viaπ–π stacking interactions along thebaxis [shortest centroid–centroid distance between the pyran and benzene rings = 3.495 (2) Å].

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45

Ishikawa, Yoshinobu. "7-Chloro-4-oxo-4H-chromene-3-carbaldehyde." Acta Crystallographica Section E Structure Reports Online 70, no. 8 (2014): o831. http://dx.doi.org/10.1107/s1600536814014925.

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In the title compound, C10H5ClO3, a chlorinated 3-formylchromone derivative, all atoms are essentially coplanar (r.m.s. deviation = 0.0592 Å for all non-H atoms), with the largest deviation from the least-squares plane [0.1792 (19) Å] being for the chromone-ring carbonyl O atom. In the crystal, molecules are linked through C—H...O hydrogen bonds to form tetrads, which are assembled by stacking interactions [centroid–centroid distance between the pyran rings = 3.823 (3) Å] and van der Waals contacts between the Cl atoms [Cl...Cl = 3.4483 (16) Å and C—Cl...Cl = 171.73 (7)°] into a three-dimensio

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46

Ghandi, Mehdi, and Nahid Zarezadeh. "Three-component one-pot synthesis of quinoline–furan conjugates from acetylenedicarboxylate, isocyanide, and 2-chloroquinoline-3-carbaldehyde." Tetrahedron 69, no. 41 (2013): 8668–74. http://dx.doi.org/10.1016/j.tet.2013.08.009.

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47

Pradeep, Priyamvada, Sanaz Khorasani, Charles B. de Koning, and Manuel A. Fernandes. "3-Methyl-1-tosyl-1H-indole-2-carbaldehyde." Acta Crystallographica Section E Structure Reports Online 69, no. 2 (2013): o219. http://dx.doi.org/10.1107/s160053681205180x.

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The title indole derivative, C17H15NO3S, crystallizes with two independent molecules in the asymmetric unit. The benzene ring of the tosyl group is almost perpedicular to the indole ring in both molecules, with interplanar angles of 82.60 (5)° and 81.82 (6)°. The two molecules are, as a consequence, able to form an almost centrosymmetric non-bonded dimer, in which the molecules are linked by pairs of C—H...π interactions. The crystal structure displays a three-dimensional network of C—H...O interactions. A π–π interaction occurs between inversion-related indole rings with a centroid–centroid d

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48

Mashelkar, Uday, Mukesh Jha, and Beena Mashelkar. "Synthesis of 2-azetidinones substituted coumarin derivative." Journal of the Serbian Chemical Society 77, no. 10 (2012): 1339–44. http://dx.doi.org/10.2298/jsc111024045m.

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?-Naphthol is converted into 4-methylbenzo[h]chromen-2-one by reacting with ethyl acetoacetate in the presence of bismuth trichloride which is then oxidized to 2-oxo-2H-benzo[h]chromene-4-carbaldehyde and then condensed with aromatic primary amines to give Schiff bases (3a-3d). These Schiff bases are then reacted with acid chlorides in the presence of base in toluene to give 1, 3, 4-substituted 2-azetidinones.

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49

N.M., Fawzy, M. Nasef A., M.M.E-Baroudy, and Mohsen M. Soliman Abdel. "Synthesis of novel [4, 9-dimethoxy-5H-furo [3, 2-g] chromen-5-one] derivatives with antiproliferative potency towards breast and hepatic cancer cell lines." Chemistry Research Journal 2, no. 5 (2017): 309–19. https://doi.org/10.5281/zenodo.13952219.

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Chromen derivative (2) was obtained by the reaction of [cyclohexyl isocyanide, furochromone carbaldehyde (1), cyclohexane-1, 3-dione]. Also, reaction of compound (2) in the presence of semicarbazide hydrochloride to proceed the compound (3) which react with selenium dioxide to form compounds (4). In one-step, the condensation of cyclohexyl isocyanide, furochromone carbaldehyde (1) and pentane-2-dionein pipredine was given compound (5). The mixture of furochromone carbaldehyde (1), barbaturic/or thio-barbaturic acid and cyclohexyl isocyanide was afforded the corresponding compounds (6<sub>a,b</

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Ishikawa, Yoshinobu. "6-Chloro-7-methyl-4-oxo-4H-chromene-3-carbaldehyde." Acta Crystallographica Section E Structure Reports Online 70, no. 7 (2014): o804. http://dx.doi.org/10.1107/s1600536814014226.

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In the title compound, C11H7ClO3, a chlorinated and methylated 3-formylchromone derivative, the non-H atoms are essentially coplanar (r.m.s. deviation = 0.0670 Å), with the largest deviation from the least-squares plane [0.2349 (17) Å] being for the pyran carbonyl O atom. In the crystal, molecules are linked through π–π stacking interactions along theaaxis [centroid–centroid distance between the pyran rings = 3.824 (6) Å] and two stacks are connected by type I halogen–halogen interactions between the Cl atoms [Cl...Cl = 3.397 (3) Å].

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