Design and Synthesis of Novel Vitamin D–Coumarin Hybrids using Microwave Irradiation

2017 ◽  
Vol 41 (12) ◽  
pp. 684-687
Author(s):  
Hengrui Zhang ◽  
Zhijie Fang
Keyword(s):  
Vitamin D ◽  
Reaction Time ◽  
Microwave Irradiation ◽  
Carboxylic Acids ◽  
Design And Synthesis ◽  
H Nmr ◽  
Alternative Method ◽  
C Nmr

A series of novel vitamin D–coumarin hybrids were synthesised by esterification of the corresponding coumarin-3-carboxylic acids and vitamin D or vitamin D CD-ring alcohol in CH2Cl2 under microwave irradiation. They were obtained in higher yields (from 64–81% up to 79–87%) and shorter reaction time (from 3 h down to 15 min), compared with earlier conventional methodologies. The structures of all the target compounds were confirmed by 1H NMR, 13C NMR and HRMS. This provides an attractive and alternative method for the preparation of high-value vitamin D–coumarin hybrids.

scholarly journals Design and synthesis of a novel 5-(aminomethylene)thiazolidine-2,4-dione derivatives as potent hepatitis-B virus polymerase inhibitors

2015 ◽  
Vol 10 (2) ◽  
pp. 271
Author(s):  
Wei-Guo Li ◽  
He-Qun Wang
Keyword(s):  
Hbv Dna ◽  
Biologically Active ◽  
Secondary Amines ◽  
Design And Synthesis ◽  
H Nmr ◽  
Viral Antigens ◽  
Polymerase Inhibitors ◽  
Potent Inhibition ◽  
B Virus ◽  
C Nmr

<p>A series of novel thiazolidinedione analogues (TZD) were designed and synthesized potent inhibitors of HBV capsid assembly. The synthesis of thiazolidine-2,4-dione derivatives (4a–4o), starting from the condensation of 5-(ethoxymethylene)thiazolidine-2,4-dione (1) with various secondary amines (3) derived from biologically active compounds. The newly synthesized TZD analogues 4a-4o were characterized by <sup>1</sup>H NMR, <sup>13</sup>C NMR, and MS and evaluated for their anti-HBV activity. Most of the compounds inhibited the expression of viral antigens at low concentration. Six compounds, 4g, 4h, 4l, 4m, 4n, and 4o, demonstrated potent inhibition of HBV DNA replication at submicromolar range. Of these five initial hits, compound 4o was the most active when compared with lamivudine.</p><p> </p><p> </p>

scholarly journals Design and synthesis of C-ring quinoxaline-substituted sinomenine 1,2,3-triazole derivatives via click reactions

2020 ◽  
Vol 44 (11-12) ◽  
pp. 699-704
Author(s):  
Tong Lu ◽  
Ling Dong ◽  
Hongmei Pan ◽  
Xuedan Wu ◽  
Xia Chen ◽  
...  
Keyword(s):  
High Resolution Mass Spectrometry ◽  
Infrared Spectrometry ◽  
Fourier Transform Infrared Spectrometry ◽  
Click Reactions ◽  
Triazole Derivatives ◽  
Design And Synthesis ◽  
H Nmr ◽  
Benzyl Chlorides ◽  
Heterocyclic Derivatives ◽  
C Nmr

The synthesis of C-ring quinoxaline-substituted sinomenine 1,2,3-triazole derivatives at the 4-OH via click reactions is accomplished, and a total of 16 novel sinomenine double N-heterocyclic derivatives are obtained in 74%–95% yields. The C-ring is first transformed into a 1,2-diketone structure under the action of hydrochloric acid, and then reacted with o-phenylenediamine to obtain a C-ring quinoxaline-substituted structure. The 4-OH of sinomenine reacts with chloropropyne to give an alkynyl sinomenine, and then reacts with sodium azide and various benzyl chlorides to give the target compounds. All the synthesized derivatives are characterized by Fourier-transform infrared spectrometry, high resolution mass spectrometry, 1H NMR, and 13C NMR spectroscopy.

scholarly journals Synthesis, Spectral Correlations and Antimicrobial Activities of some 2-Hydroxyphenyl-Styrylketone

2013 ◽  
Vol 12 ◽  
pp. 102-119 ◽  
Author(s):  
K. Sathiyamoorthi ◽  
V. Mala ◽  
R. Suresh ◽  
S.P. Sakthinathan ◽  
D. Kamalakkannan ◽  
...  
Keyword(s):  
Antimicrobial Activity ◽  
Microwave Irradiation ◽  
Spectral Data ◽  
Spectroscopic Data ◽  
Catalytic Amount ◽  
Antimicrobial Activities ◽  
H Nmr ◽  
Substituent Constants ◽  
Substituted Benzaldehydes ◽  
C Nmr

Some 2’-hydroxyphenylchalcones have been synthesized under microwave irradiation by Claisen-Schmidt condensation between substituted 2-hydroxyacetophenone and substituted benzaldehydes using catalytic amount of SiO2-H3PO4. These chalcones were established by their physical constants and spectroscopic data published earlier. The UV, IR, 1H NMR and 13C NMR spectral data of these chalcone have correlated with Hammett substituent constants, F and R parameters. All the compounds have been subjected to screened for antimicrobial activity.

scholarly journals Synthesis of Novel Triazolo[4,3-a]Quinoxaline Darivatives Containing Pyridinyl and Thiazole Nucleous

2015 ◽  
Vol 52 ◽  
pp. 63-73
Author(s):  
Haresh G. Kathrotiya ◽  
Yogesh T. Naliapara
Keyword(s):  
Reaction Time ◽  
Elemental Analysis ◽  
High Yield ◽  
Mass Spectral Data ◽  
Mass Spectral ◽  
H Nmr ◽  
Quinoxaline Derivatives ◽  
Ft Ir ◽  
New Compounds ◽  
C Nmr

On pursuing research about [1,2,4] triazolo [4,3-a] quinoxaline, in this paper we report a small library of novel class of [1,2,4] triazolo [4,3-a] quinoxaline derivatives containing pyridinyl thiazole moiety. Particularly valuable features of this method include high yield, broad substrate scope, shorter reaction time and straightforward procedure. The structures of new compounds have been characterized on the basis of elemental analysis, FT-IR, 1H NMR, 13C NMR, and mass spectral data.

scholarly journals A facile and one-pot synthesis of new tetrahydrobenzo[b]pyrans in water under microwave irradiation

BMC Chemistry ◽  
2019 ◽  
Vol 13 (1) ◽  
Author(s):  
Mandlenkosi Robert Khumalo ◽  
Surya Narayana Maddila ◽  
Suresh Maddila ◽  
Sreekantha B. Jonnalagadda
Keyword(s):  
Microwave Irradiation ◽  
Reaction Times ◽  
Aromatic Aldehydes ◽  
One Pot ◽  
Spectral Techniques ◽  
H Nmr ◽  
Water As Solvent ◽  
Aqueous Solvent ◽  
Three Component Reaction ◽  
C Nmr

AbstractEleven new tetrahydrobenzo[b]pyran derivatives were synthesized via a three component reaction of different aromatic aldehydes, methyl cyanoacetate and 1,3-cyclohexadione, with water as solvent under catalyst-free microwave irradiation. The structures of all the new molecules were well analysed and their structures established by using various spectral techniques (1H NMR, 13C NMR, 15N NMR and HRMS). Various advantages of reported protocol are the ease of preparation, short reaction times (10 min), aqueous solvent and excellent yields (89–98%). Additionally, this method provides a clean access to the desired products by simple workup.

scholarly journals Microwave Assisted Synthesis of New 1-{2, 4-Dihydroxy-5-[5-(aryl)-1-pyridine/pyrimidine-4-carbonyl)-4, 5-dihydro-1H-pyrazol-3-yl]-phenyl}-3-(aryl)-propenones and their Antibacterial Activity

2009 ◽  
Vol 6 (2) ◽  
pp. 323-331
Author(s):  
D. Ashok ◽  
K. Aravind
Keyword(s):  
Antibacterial Activity ◽  
Microwave Irradiation ◽  
Spectral Data ◽  
Acid Hydrazide ◽  
Microwave Assisted Synthesis ◽  
Mass Spectral Data ◽  
Mass Spectral ◽  
H Nmr ◽  
Microwave Assisted ◽  
C Nmr

A series of 1-{2, 4-dihydroxy-5-[5-(aryl)-1-pyridine/pyrimidine-4-carbonyl)-4, 5-dihydro-1H-pyrazol-3-yl]-phenyl}-3-(aryl)-propenones (2a-h) have been synthesized from 1-[2,4-dihydroxy-5-(aryl acryloyl)phenyl]-aryl propenones(1a-h)by Micheal addition with isoniazide/pyrazinic acid hydrazide under microwave irradiation and classical heating. The synthesized compounds were characterized by IR,1H-NMR,13C-NMR and Mass spectral data. All the compounds were screened for their Antibacterial activity.

Microwave Accelerated Synthesis of Cyclopentadienyl Bis-Phosphine Ruthenium (II) Thiolato Complexes Using Focused Microwave Irradiation

2002 ◽  
Vol 2002 (2) ◽  
pp. 66-68 ◽  
Author(s):  
Nikolai Kuhnert ◽  
Timothy N. Danks
Keyword(s):  
Reaction Time ◽  
Microwave Irradiation ◽  
Carboxylic Acids ◽  
Conventional Heating ◽  
Reaction Conditions ◽  
Considerable Decrease

The synthesis of cyclopentadienyl bis-phosphine ruthenium thiolato complexes of the type [RuCp(dppm)SR] from [RuCp(PPh3)2 Cl] using conventional heating and microwave irradiation using a focused monomode reactor is described and the protocols compared. A considerable decrease of the reaction time is observed under microwave conditions. Yields by both methods are comparable. Functionalities such as esters, carboxylic acids and amides on the thiolato ligands are tolerated under the reaction conditions.

A Simple and Efficient Route for Preparing 4-Chloro-3,5-Dinitropyrazole

2014 ◽  
Vol 1025-1026 ◽  
pp. 466-469
Author(s):  
Qiao Rui ◽  
Yan Hong Wang ◽  
Yong Xiang Li
Keyword(s):  
Reaction Time ◽  
Reaction Temperature ◽  
Molar Ratio ◽  
H Nmr ◽  
Energetic Compound ◽  
Efficient Route ◽  
Optimum Reaction ◽  
Single Factor Experiment ◽  
Optimum Reaction Condition ◽  
C Nmr

4-Chloro-3,5-dinitropyrazole(ClDNP) as an insensitive energetic compound has been prepared with 4-Chloropyrazole(4-ClP)via nitrated by mixture of nitric acid and sulfuric acid. The reactionconditions were investigated, such as the molar ratio of 4-chloropyrazole and HNO3, reaction temperature, reaction time. Through the single factor experiment, the optimum reaction condition was determined that the molar ratio of 4-chloropyrazole and HNO3 was 1:4, the reaction time was 4h, the reaction temperature was 100-105°C. The yield of the ClDNP was up to 73.8% under the above conditions．The ClDNP was re-crystallization by methylbenzene.The target product was characterized by IR, 1H NMR, 13C NMR and Gauss Photography．

Solvent-free esterification of carboxylic acids with alcohols catalyzed by amphiphilic Brønsted acidic ionic liquids

2014 ◽  
Vol 11 (3) ◽  
pp. 271-278 ◽  
Author(s):  
Leqin He ◽  
Jiquan Zhao ◽  
Shenjun Qin ◽  
Tao Chang ◽  
Yuecheng Zhang ◽  
...  
Keyword(s):  
Ionic Liquids ◽  
Carboxylic Acids ◽  
Thermal Instability ◽  
Carbon Chain ◽  
Esterification Reaction ◽  
H Nmr ◽  
Acidic Ionic Liquids ◽  
Halogen Free ◽  
Processing Steps ◽  
C Nmr

Five halogen-free amphiphilic Brønsted acidic ionic liquids (ILs) based on 3-(N, N-dimethylalkylammonium)-propanesulphonate quaternary ammonium zwitterions and p-toluene sulphonic acid monohydrate were synthesized. The IL structures were characterized using 1H NMR, 13C NMR and (ESI)-MS. The IL thermal instability was characterized using TG-DSC. The ILs were used as dual-solvent catalysts for esterification of several carboxylic acids, with different alcohols under mild conditions to study relevant structure-activity relationships. Results showed that the miscibility of the acidic IL, which is affected by the length of the carbon chain in the cation, is an important factor influencing the activity of the catalyst for the esterification reaction. Post-processing steps were simple, and the catalyst could be reused easily.

Synthesis of N,N,N-Trimethyl-1-Adamantyl Quaternary Ammonium Hydroxide and Technology Development

2011 ◽  
Vol 391-392 ◽  
pp. 1159-1163 ◽  
Author(s):  
Jian Hu ◽  
Fang Wen Yang ◽  
Ming Gang Huang
Keyword(s):  
Reaction Time ◽  
Formic Acid ◽  
Quaternary Ammonium ◽  
Quaternary Ammonium Salt ◽  
Technology Development ◽  
Ammonium Hydroxide ◽  
Product Yield ◽  
Target Product ◽  
H Nmr ◽  
C Nmr

N,N-dimethyl-1-adamantane was synthesized from amantadine through Eschweiler-Clarke reaction, The optimal ratio of amantadine, formic acid and formaldehyde was 1:5:4, and the reaction time was 18 h at 98°C.The product yield was 93.4% on these conditions. N,N,N-trimethyl-1-adamantyl quaternary ammonium salt then was synthesized, the product yield was 90.5%, succeeding eco-friendly procedure technology was developed. N,N,N-trimethyl-1-adamantyl quaternary ammonium hydroxide was obtained finally, target product yield was 84.3%.The structure of compounds were characterized by1H NMR,13C NMR, MS and GC-MS.

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