Ultrasound-promoted reaction of substituted 2,4-dichloroquinolines (1) with ethyl 4-(3-hydroxyphenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5- carboxylate (2) in the presence of K2CO3 as mild base at moderate temperatures leads to 2-chloroquinolin-4-pyrimidine carboxylate derivatives (3) with high regioselectivity. All the compounds synthesized were characterized by use of spectral data and screened for their antibacterial activity against two Gram-positive (Staphylococcus aureus, Bacillus cereus) and two Gram-negative (Escherichia coli and Pseudomonas aeruginosa) bacteria. Activity was moderate. © 2012 Springer Science+Business Media B.V.

Vijayakumar V

Department of Chemistry

School of Advanced Sciences

Vellore Campus

Balaji G.L

Rajesh K

Kouser Ali S

Vellore Institute of Technology (VIT) is a private university located in&nbsp;Tamil Nadu, India. Founded in 1984, as Vellore Engineering College, the institution offers 20 undergraduate, 34 postgraduate, four integrated and four research programs. It has campuses in Vellore, Amravati, Bhopal and Chennai.

VIT is one of the top ranked private universities in India according to NIRF, THE and QS Rankings.&nbsp;Govt. of India has recognized&nbsp;VIT, Vellore as an&nbsp;Institution of Eminence. This has allowed VIT to take independent quality initiatives and move up in world ranking.

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VIT University

Research on Chemical Intermediates

A series of new pyrrolidine-appended phenoxy-substituted quinoline derivatives were synthesized using 2-chloro-3-formyl quinoline. Initially, the second position of 2-chloro-3-formyl quinoline was successfully converted into various substituted phenoxy-substituted quinolines using various substituted phenols; then, its aldehyde function was reduced to its corresponding alcohols which is in turn converted into its corresponding pyrrolidine-appended phenoxy-substituted quinolines by treating it with 1-(2-chloroacetyl)pyrrolidine-2-carbonitrile. All these newly synthesized compounds were subjected to the in silico studies with the α-amylase and α-glucosidase enzymes to predict the binding affinity. © 2020, Springer Nature B.V.

Design, synthesis and exploration of in silico α-amylase and α-glucosidase binding studies of pyrrolidine-appended quinoline-constrained compounds

Abstract Some novel 9-((arylidene)hydrazono)-2,4,6,8-tetrakis(4-methoxyphenyl)-3,7-diazabicyclo[3.3.1]nonane azines were synthesized, and characterized by use of spectral data. Their antibacterial activity against Bacillus subtilis, Escherichia coli, and Staphylococcus aureus was evaluated. © 2014 Springer Science+Business Media Dordrecht.

Synthesis of novel 9-((arylidene)hydrazono)-2,4,6,8-tetrakis(4-methoxyphenyl)-3,7-diazabicyclo[3.3.1]nonane azines as potential antibacterial agents

The reaction of various substituted 24-dichloroquinolines with methyl 4-(4-hydroxyphenyl)-2-methyl-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carboxylate has been carried out in the presence of powdered K2CO3 as a mild and efficient base at controlled temperature leading to novel 2-chloroquinoline-based polyhydroquinoline with high regioselectivity. All the synthesized compounds were characterized through IR, NMR, and mass spectral data. © 2013 Springer Science+Business Media Dordrecht.

Regioselective synthesis of novel 2-chloroquinoline-based methyl 4-(4-hydroxyphenyl)-2-methyl-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carboxylates

Highly regioselective reaction of some substituted 2,4-dichloroquinolines with symmetrical 1,4-dihydropyridines, leading to novel quinoline derivatives of DHPs, has been achieved in the presence of powdered K2CO 3, as a mild and efficient base, at moderate temperature. All the synthesized compounds were characterized by use of IR, NMR, and mass spectral data. © 2013 Springer Science+Business Media Dordrecht.

Regioselective synthesis of novel 2-chloroquinoline derivatives of 1,4-dihydropyridines

A series of quinoline-based coumarin derivatives have been synthesized by one pot dehydrochlorination of 2,4-dichloroquinolines (1a-g); 7-hydroxy-4-methyl-2H-chromen-2-one (2) under ultrasonic irradiation method with high regio selectivity. All the synthesized compounds were characterized through spectral data and screened against representative antibacterial and antioxidant activities. Some of the compounds are found to be equipotent or more potent than that of standard drugs. Molecular docking studies show that the binding energy value of the compounds is very less than that of standard chloroquine and amodiaquine drugs. © 2012 Springer Science+Business Media New York.

Medicinal Chemistry Research

Ultrasound-promoted synthesis, biological evaluation and molecular docking of novel 7-(2-chloroquinolin-4-yloxy)-4-methyl-2H-chromen-2-one derivatives

The 1-(6-chloro-2-methyl-4-phenylquinolin-3-yl)-3-(aryl)prop-2-en-1-ones were synthesized by microwave assisted synthesis, the antimicrobial activities of synthesized compounds were screened against Gram negative organisms such as Escherichia coli (ATCC 25922), Bacillus subtilis (ATCC 117788), Salmonella typhi (ATCC 25264), Gram positive Staphylococcus aureus (ATCC 700699) and fungal organisms such as Aspergillus flavus, Aspergillus fumigatus and Candida utilius. © 2011

Fulltext

Arabian Journal of Chemistry

A rapid microwave assisted synthesis of 1-(6-chloro-2-methyl-4-phenylquinolin-3-yl)-3-(aryl)prop-2-en-1-ones and their anti bacterial and anti fungal evaluation

Reaction of substituted 2,4-dichloroquinolines with bisphenol A in the presence of K2CO3 leads to novel bis(2-chloroquinolines) with high regioselectivity. All the synthesized compounds were characterized by use of spectral data. Preliminary evaluation of in-vitro antibacterial activity against a variety of Gram-positive and Gram-negative organisms was also conducted. © 2012 Springer Science+Business Media Dordrecht.

Regioselective synthesis and biological evaluation of novel bis(2-chloroquinolines)

The ultrasound-promoted synthesis of novel bipodal and tripodalpiperidin-4- ones was carried out by the reaction of 4-piperidone hydrochloride monohydrate with different alkylating and acylating agents. It was preferably reduced to respective piperidin-4-ols by ultrasonic irradiation using silica chloride, which maintains higher yields by acting as an effective supporting polymer. The sterically hindered phthaloyl derivative of piperidin-4-one was synthesized by ultrasonic irradiation which was difficult by conventional methods. © 2011 Elsevier B.V. All rights reserved.

Ultrasonics Sonochemistry

Ultrasound-promoted synthesis of novel bipodal and tripodalpiperidin-4-ones and silica chloride mediated conversion to its piperidin-4-ols: Synthesis and structural confinements

The one pot, three component reaction of p-hydroxy benzaldehyde, β-ketoester, and ammonium acetate afforded the corresponding monopodal 1,4-dihydropyridines as building blocks, which in turn converted into diversified novel bipodal, tripodal, and tetrapodal 1,4-dihydropyridines with different alkylating agents through conventional as well as microwave assisted reactions. The unambiguous structural confinements of the all the synthesized compounds were drawn out with the help of 2D NMR (H-H COSY and C-H COSY).

Canadian Journal of Chemistry

Novel bipodal, tripodal, and tetrapodal 1,4-dihydropyridines — Microwave-assisted synthesis and structural confinements

In the title compound, C18H21NO5, the dihydro-pyridine ring adopts a flattened-boat conformation and its planar part forms a dihedral angle of 84.60 (2)° with the benzene ring. In the crystal, inter-molecular N - H⋯O and C - H⋯O hydrogen bonds result in the formation of zigzag layers parallel to (001). These layers are inter-connected via C - H⋯π inter-actions.

Journal	Data powered by TypesetResearch on Chemical Intermediates
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ISSN	0922-6168
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