scholarly journals New Access to Pyrano[2,3-c]pyrazole-3-carboxylates via Domino Four-Component Reaction and Their Antimicrobial Activity

2019 ◽  
Vol 20 (1) ◽  
pp. 60
Author(s):  
Muhammad Siddiq Maarop ◽  
Fatin Nur Ain Abdul Rashid ◽  
Mohd Fazli Mohammat ◽  
Zurina Shaameri ◽  
Saiful Azmi Johari ◽  
...  
Keyword(s):  
Antimicrobial Activity ◽  
Acetic Acid ◽  
Hydrazine Hydrate ◽  
Michael Addition ◽  
Title Compound ◽  
Lead Compound ◽  
One Pot ◽  
Biological Screening ◽  
Ethanol Acetic Acid ◽  
Solvent Systems

A library of some novel classes of pyrano[2,3-c]pyrazole-3-carboxylates was synthesized by employing uncatalyzed domino four-component reaction using diethyloxaloacetate, hydrazine hydrate, aldehydes and malononitrile in refluxing of ethanol-acetic acid solvent systems. Series of domino reactions involving of pyrazolone formation, Michael addition, and Thorpe-Ziegler cyclization reaction managed to produce the cyclized products from moderate to excellent yield. This protocol provides a reliable, general and salient procedure for the title compound using a one-pot approach. Preliminary biological screening unveiled limited potentials of this class of compounds for antimicrobial lead compound due to its limited solubility properties.

scholarly journals 6-[1-Acetyl-5-(4-methoxyphenyl)-4,5-dihydro-1H-pyrazole-3-yl]-2(3H)-benzoxazolone

Molbank ◽  
10.3390/m1021 ◽  
2018 ◽  
Vol 2018 (4) ◽  
pp. M1021
Author(s):  
Yordanka Ivanova ◽  
Antonya Todorova ◽  
Christo Chanev ◽  
Ognyan Petrov
Keyword(s):  
Acetic Acid ◽  
Hydrazine Hydrate ◽  
1H Nmr ◽  
Elemental Analysis ◽  
13C Nmr ◽  
Title Compound ◽  
Target Compound

The title compound, 6-[1-acetyl-5-(4-methoxyphenyl)-4,5-dihydro-1H-pyrazol-3-yl]-2(3H)-benzoxazolone, was synthesized by condensation of 6-[3-(4-methoxyphenyl)-2-propenoyl]-2(3H)-benzoxazolone (1) and hydrazine hydrate in acetic acid in 84% yield. The structure of the target compound was confirmed using 1H-NMR, 13C-NMR, IR, MS, and elemental analysis.

Enaminones as Building Blocks In Heterocyclic Synthesis: A New One Pot Synthesis of Polyfunctional Substituted Pyridines

2001 ◽  
Vol 56 (10) ◽  
pp. 1074-1078 ◽  
Author(s):  
Samia Michel Agamy ◽  
Mervat Mohammed Abdel-Khalik ◽  
Mona Hassan Mohamed ◽  
Mohammed Hilmy Elnagdi
Keyword(s):  
Acetic Acid ◽  
Double Bond ◽  
Aromatic Aldehyde ◽  
Michael Addition ◽  
Ammonium Acetate ◽  
Building Blocks ◽  
Heterocyclic Synthesis ◽  
One Pot ◽  
Active Methyl ◽  
Substituted Pyridines

Enaminones react with a variety of active methyl and methylene reagents in presence of ammonium acetate to yield functionally substituted pyridines in good yields. The reaction proceeded via initial Michael addition across the double bond followed by cyclization. The reaction of enaminone with aromatic aldehyde in acetic acid/ammonium acetate afforded the dihydropyridine that was oxidized to the corresponding pyridine.

scholarly journals A Facial Synthesis and Antimicrobial Activity of Some Pyrazole Derivatives Carrying Indole

2010 ◽  
Vol 7 (3) ◽  
pp. 745-750 ◽  
Author(s):  
K. Narasimha Sarma ◽  
M. C. S. Subha ◽  
K. Chowdoji Rao
Keyword(s):  
Antimicrobial Activity ◽  
Acetic Acid ◽  
Carboxylic Acid ◽  
Hydrazine Hydrate ◽  
Elemental Analysis ◽  
Antimicrobial Activities ◽  
Subsequent Treatment ◽  
Spectral Studies ◽  
Pyrazole Derivatives

The title compounds (7a-h) were prepared by esterification of indole-5-carboxylic acid (1) and subsequent treatment with hydrazine hydrate in methanolviathe hydrazide (3). Finally hydrazide (3) condensed with different substituted aldol (6) in acetic acid / PTSA catalytic media produced (3,5-subsituted-4,5-dihydropyrazol-1-yl)(1H-indol-5-yl)methanone (7a-h) in good yields. All the newly synthesized compounds are by elemental analysis and spectral studies and evaluated for antimicrobial activities.

Synthesis of 4-Aryldihydrocoumarins via a Sequential Michael Addition–Lactonization Route

2021 ◽  
Vol 08 ◽  
Author(s):  
Anshu Kumar Sinha ◽  
Chandra Mohan Srivastava ◽  
Gyandshwar K. Rao ◽  
Manvika Karnatak ◽  
Ved Prakash Verma ◽  
...  
Keyword(s):  
Catalytic System ◽  
Michael Addition ◽  
Title Compound ◽  
Sulfonic Acid ◽  
Metal Salt ◽  
The Other ◽  
One Pot ◽  
Sequential Reaction ◽  
Acid Catalyzed ◽  
Catalyst Efficiency

Background: Coumarin and its derivatives have attracted the attention of synthetic chemists due to their importance in pharmaceutical and medicinal chemistry. The acid-catalyzed cyclization route constitutes the method of choice to access these important compounds. Objective: In this paper, we have discussed the synthesis of 4-aryldihydrocoumarins via a one-pot p-sulfonic acid calix[4]arene catalyzed reaction. Method: The easily prepared calix[4]arene derivative catalyzes a sequential reaction involving Michael addition followed by intramolecular lactonization to afford the title compound in decent yield. Results: The described methodology is devoid of any metal salt, thus making it a very appealing protocol to safely produce dihydrocoumarins of pharmacological importance. Conclusion: The easy recovery, non-toxicity, and reusability of the catalytic system are some of the other advantages of our procedure. In addition, the catalyst efficiency is not compromised after its successive use in reactions.

Three-component one-pot reaction for the synthesis of β-amide ketones

2013 ◽  
Vol 67 (5) ◽  
Author(s):  
Yan-Ping Luo ◽  
Qiong Chen
Keyword(s):  
Acetic Acid ◽  
1H Nmr ◽  
Elemental Analysis ◽  
13C Nmr ◽  
Trifluoroacetic Acid ◽  
Title Compound ◽  
Anhydrous Acetonitrile ◽  
One Pot

Abstractβ-amide ketones were synthesised by a three-component one-pot reaction of phenylacetylene, aldehydes, and amides in anhydrous acetonitrile containing trifluoroacetic acid and acetic acid in the presence of AlCl3 catalyst. The title compound structures were identified by 1H NMR, 13C NMR, MS, and elemental analysis.

Synthesis of 8,10-disubstituted-triazoloperimidines from (E)-3-(dimethylamino)-1-(8- phenyl-8H-[1,2,4]triazolo[4,3-a]perimidin-10-yl)prop-2-en-1-one and Their Antimicrobial Activity

2018 ◽  
Vol 15 (1) ◽  
pp. 126-136 ◽  
Author(s):  
Ghada S. Masaret ◽  
Thoraya A. Farghaly
Keyword(s):  
Antimicrobial Activity ◽  
Acetic Acid ◽  
Hydrazine Hydrate ◽  
Spectral Data ◽  
Organic Compounds ◽  
The Novel ◽  
Hydrazonoyl Chlorides ◽  
Elemental Analyses ◽  
Different Types ◽  
Substituted Pyrazoles

Aim and Objective: Enaminones belay to be extremely stable compounds and constitute a versatile group of salutary precursors for the synthesis of enormous classes of organic compounds. So, in this context, we synthesized a new enaminone, namely, (E)-3-(dimethylamino)-1-(8-phenyl-8H-[1,2,4]triazolo[4,3- a]perimidin-10-yl)prop-2-en-1-one (enaminone 2). Materials and Methods: The reaction of enaminone 2 with different types of hydrazonoyl chlorides or hydrazine hydrate afforded new substituted pyrazoles. Also, the reaction of enaminone with 6-amino-2- thioxopyrimidin-4-one in acetic acid under reflux produced 2-thioxopyridopyrimidinone derivative. The latter thione derivative reacts with hydrazonoyl chlorides to give pyridotriazolopyrimidines. 5-(8-Phenyl-8H- [1,2,4]triazolo[4,3-a]perimidin-10-yl)isoxazole was produced from the reaction of enaminone 2 with hydroxylamine. Results & Conclusion: The structure of all the novel perimidine derivatives was confirmed on the basis of spectral data and elemental analyses. The enaminone and the newly synthesized compounds were tested for their antimicrobial activity, and the results obtained revealed that some derivatives are more potent than the reference drugs used.

Synthesis of Dihydrospiro Furo[2,3-c]pyrazoles Promoted by Hypervalent Iodine in Water

Synlett ◽  
2018 ◽  
Vol 29 (08) ◽  
pp. 1037-1042 ◽  
Author(s):  
Krishnaiah Atmakur ◽  
Ashok Kale ◽  
Nagaraju Medishetti ◽  
Chiranjeevi Bingi
Keyword(s):  
Ambient Temperature ◽  
Aqueous Medium ◽  
Michael Addition ◽  
Title Compound ◽  
Knoevenagel Condensation ◽  
Hypervalent Iodine ◽  
One Pot ◽  
Green Protocol ◽  
Work Up

A simple, green protocol has been accomplished for the synthesis of dihydrospirofuro[2,3-c]pyrazoles in aqueous medium involving pyrazolone and aldehydes in a one-pot reaction promoted by bis(acetoxy)iodobenzene (BAIB) at ambient temperature. The protocol presented herein describes a new transformation where two molecules of pyrazolone react with an aldehyde in a Knoevenagel condensation followed by a Michael addition, and the resulting dienol was rearranged to the title compound. High compatibility, easy work-up, and excellent yields are the advantages of this protocol.

scholarly journals Synthesis and Antimicrobial Activity of Some Novel 1,4-Dihydropyridine Trimer Derivatives

2019 ◽  
Vol 32 (2) ◽  
pp. 276-280
Author(s):  
D. Ashokkumar ◽  
M. Gopalakrishnan ◽  
G. Ramalingam
Keyword(s):  
Antimicrobial Activity ◽  
Acetic Acid ◽  
Low Cost ◽  
Antimicrobial Properties ◽  
Acid Catalyst ◽  
One Pot ◽  
Free Condition ◽  
Short Reaction Time ◽  
Solvent Free Condition ◽  
Dihydropyridine Derivatives

An efficient multi-component one pot synthesis of some novel bioactive 1,4-dihydropyridine derivatives from melamine using various aldehydes and 1,3-dicarbonyl compounds are reported. This reaction carried out microwave irradiation under solvent free condition using low cost and efficient acetic acid catalyst. The excellent futures of this method are eco-friendly, short reaction time and mild reaction condition. This method is convincing route for highly substituted dihydropyridine trimer synthesis. The synthesized dihydropyridine derivatives are screened for antimicrobial properties.

Benzimidazole Derivatives as Potential Antimicrobial and Antiulcer Agents: A Mini Review

2019 ◽  
Vol 19 (16) ◽  
pp. 1292-1297 ◽  
Author(s):  
Ali Mohd Ganie ◽  
Ayaz Mahmood Dar ◽  
Fairooz Ahmad Khan ◽  
Bashir Ahmad Dar
Keyword(s):  
Cell Lines ◽  
Cancer Cell ◽  
1H Nmr ◽  
13C Nmr ◽  
Benzimidazole Derivatives ◽  
Spectroscopic Techniques ◽  
One Pot ◽  
Biological Screening ◽  
Elemental Analyses ◽  
Characterization Studies

:Here in we report the number of strategies for the synthesis of differently substituted benzimidazole derivatives. The protocols involved in the syntheses of these derivatives were one-pot or multi-component. The characterization studies of these derivatives were carried by using different spectroscopic techniques (1H NMR, 13C NMR and MS) and elemental analyses. The biological screening studies revealed that these benzimidazole derivatives show potential antibacterial as well as antifungal behavior. These benzimidazole derivatives not only depicted potential antiulcer properties but also showed moderate to good anticancer/cytotoxic behavior against different cancer cell lines.

Novel Synthesis of 4-Benzylidene-2-((1-phenyl-3,4-dihydroisoquinoline-2(1H)-yl)methyl) oxazol-5(4H)-one Derivatives Using 1,2,3,Tetrahydroisoquinoline and their Antimicrobial Activity

2020 ◽  
Vol 17 (5) ◽  
pp. 396-403
Author(s):  
Nalla Krishna Rao ◽  
Tentu Nageswara Rao ◽  
Botsa Parvatamma ◽  
Y. Prashanthi ◽  
Ravi Kumar Cheedarala
Keyword(s):  
Antimicrobial Activity ◽  
Antibacterial Activity ◽  
Acetic Acid ◽  
Sodium Acetate ◽  
Good Activity ◽  
Activity Profile ◽  
Aryl Aldehydes ◽  
Chemical Structures ◽  
Novel Synthesis ◽  
Target Molecules

Aims: A series of six 4-benzylidene-2-((1-phenyl-3,4-dihydro isoquinoline-2(1H)-yl)methyloxazol- 5(4H)-one derivatives were synthesized by condensation of substituted aryl aldehydes with 2-(2-(1-phenyl-3,4- dihydro isoquinoline-2(1H)-acetamido)acetic acid in the presence of sodium acetate, acetic anhydride and zinc oxide as catalysts. Background: Novel Synthesis of 4-Benzylidene-2-((1-phenyl-3,4-dihy droisoquinoline-2(1H)-yl)methyl)oxazol- 5(4H)-one derivatives using 1,2,3,Tetrahydroisoquinoline and their antimicrobial activity. Objective: The title compounds can be synthesized from 1,2,3,4-tetrahydroisoquinoline. Methods: The target molecules, i.e., 4-benzylidene-2-((1-phenyl-3, 4-dihydro isoquinoline-2(1H)-yl) methyl) oxazol-5(4H)-one derivatives (8a-8f) have been synthesized from 1,2,3,4-tetrahydroisoquinoline which was prepared from benzoic acid in few steps. Results: All the six compounds were evaluated based on advanced spectral data (1H NMR, 13C NMR & LCMS), and the chemical structures of all compounds were determined by elemental analysis. Conclusion: Antibacterial activity of the derivatives was examined for the synthesized compounds and results indicate that compound with bromine substitution has a good activity profile.

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