scholarly journals Para toluenesulfonic acid-catalyzed one-pot, three-component synthesis of benzo[5,6]chromeno[3,2-c]quinoline compounds in aqueous medium

2021 ◽  
Vol 27 (1) ◽  
pp. 90-99
Author(s):  
Naser Sadeghpour Orang ◽  
Hadi Soltani ◽  
Mehdi Ghiamirad ◽  
Mehdi Ahmadi Sabegh
Keyword(s):  
Thermal Conditions ◽  
Reaction Conditions ◽  
One Pot ◽  
Mass Spectral ◽  
H Nmr ◽  
Toluenesulfonic Acid ◽  
Ft Ir ◽  
High Yields ◽  
Arylglyoxal Monohydrates ◽  
C Nmr

Abstract A new series of benzo[5,6]chromeno[3,2-c]quinoline derivatives were successfully synthesized using various arylglyoxal monohydrates, quinoline-2,4-dione, and β-naphthol in H2O:EtOH (2:1) as a green solvent in the presence of catalytic amounts p-toluenesulfonic acid as a mild catalyst under reflux conditions with high yields (83–92%). The reaction conditions were optimized in different solvents at variable thermal conditions, and the optimized reaction condition for this synthesis has been reported. The structures of all new products were defined by 1H-NMR, 13C-NMR, FT-IR, mass spectral data, and HRMS.

scholarly journals Tyrosinase enzyme mediated: Synthesis and larvicidal activity of 1,5-diphenyl pent-4-en-1-one derivatives against Culex quinquefasciatus and investigation of Ichthyotoxicity against O. mossambicus

2021 ◽  
Author(s):  
SathishKumar Chidambaram ◽  
Daoud Ali ◽  
Saud Alarifi ◽  
Surendra Kumar Radhakrishnan ◽  
Idhayadhulla Akbar
Keyword(s):  
Larvicidal Activity ◽  
Culex Quinquefasciatus ◽  
Oreochromis Mossambicus ◽  
Docking Studies ◽  
Reaction Conditions ◽  
Mass Spectral ◽  
H Nmr ◽  
Tyrosinase Enzyme ◽  
High Yields ◽  
C Nmr

Abstract Larvicidal activity of 1,5-diphenylpent-4-en-1-one derivatives were synthesized via grindstone method, tyrosinase enzyme used as a catalyst of this process. This method offers high yields with mild reaction conditions. Synthesized compounds were conformed from FTIR, 1H NMR, 13C NMR, mass spectral and elemental analysis. In this study, a total of 17 compounds (1a–1q) were synthesized, and their larvicidal and antifeedant activities were evaluated. Compound 1i (1-(5-oxo-1,5-diphenylpent-1-en-3-yl)-3-(3-phenylallylidene)thiourea) was extremely active (LD50: 12.09 µg/mL) against Culex quinquefasciatus compared with temephos and permethrin, whereas compounds 1i at 100 µg/mL generated 0% mortality within 24h against Oreochromis mossambicus in an antifeedant screening, and Ichthyotoxicity was determined as the death ratio (%) at 24 h. The compounds 1a, 1e, 1f, 1j, and 1k were found to be highly toxic whereas the 1i was not toxic in antifeedant screening. Therefore, 1i was found to have a high larvicidal activity against C. quinquefasciatus, and was non-toxic to non-target aquatic species. Molecular docking studies also supported the finding that 1i is a potent larvicide with more binding energy than the control (-10.0 vs. -7.6 Kcal/mol) in the 3OGN protein. The lead molecule is very important to larvicidal properties and insecticides.

An efficient synthesis of imidazo[2,1-b][1,3,4]thiadiazol-7-ium hydroxides by a one-pot, three-component reaction in water

2018 ◽  
Vol 24 (6) ◽  
pp. 297-302 ◽  
Author(s):  
Jabbar Khalafy ◽  
Nasser Etivand ◽  
Neda Khalillou
Keyword(s):  
Reaction Times ◽  
Sulfamic Acid ◽  
One Pot ◽  
Green Protocol ◽  
H Nmr ◽  
Three Component Reaction ◽  
Ft Ir ◽  
High Yields ◽  
Reaction In Water ◽  
C Nmr

Abstract An improved synthesis of 2-ethyl-5-(2-hydroxy-4-oxoquinolin-3(4H)-ylidene)-6-aryl-5,6-dihydroimidazo[2,1-b][1,3,4]thiadiazol-7-ium hydroxide derivatives 4a–k via the reaction of aryl glyoxal monohydrates 1a–k, quinoline-2,4-diol 2 and 2-amino-[1,3,4]thiadiazole (3) in the presence of Et3N/sulfamic acid in H2O is described. This green protocol is characterized by the use of the readily available catalyst and reactants, short reaction times, operational simplicity and high yields of products. The structures of all compounds were characterized by 1H NMR, 13C NMR and Fourier-transform infrared (FT-IR) spectral data and microanalyses.

Ultrasound-assisted aqua-mediated synthesis of multi-substituted tetrahydropyridine-3-carboxylates using N-carboxymethyl-3-pyridinium hydrogensulfate ([N-CH2CO2H-3-pic]+HSO4−) as a new efficient ionic liquid catalyst

2021 ◽  
Vol 3 (6) ◽  
Author(s):  
Kobra Nikoofar ◽  
Fatemeh Shahriyari
Keyword(s):  
Ionic Liquid ◽  
Reaction Times ◽  
Aromatic Aldehydes ◽  
Environmentally Benign ◽  
H Nmr ◽  
Sonic Waves ◽  
Ft Ir ◽  
High Yields ◽  
Work Up ◽  
C Nmr

AbstractA simple, straightforward, and ultrasound-promoted method for the preparation of some highly functionalized tetrahydropyridines reported via pseudo five-component reaction of (hetero)aromatic aldehydes, different anilines, and alkyl acetoacetates in the presence of [N-CH2CO2H-3-pic]+HSO4−, as a novel ionic liquid, in green aqueous medium. The IL was synthesized utilizing simple and easily-handled substrates and characterized by FT-IR, 1H NMR, 13C NMR, GC-MASS, FESEM, EDX, and TGA/DTG techniques. The procedure contains some highlighted aspects which are: (a) performing the MCR in the presence of aqua and sonic waves, as two main important and environmentally benign indexes in green and economic chemistry, (b) high yields of products within short reaction times, (c) convenient work-up procedure, (d) preparing the new IL via simple substrates and procedure.

scholarly journals Synthesis of New Imidazolidine and Tetrahydropyrimidine Derivatives

2014 ◽  
Vol 2014 ◽  
pp. 1-4 ◽  
Author(s):  
Hamid Beyzaei ◽  
Reza Aryan ◽  
Zahra Keshtegar
Keyword(s):  
Ring Opening ◽  
Reaction Times ◽  
Reaction Conditions ◽  
Ir Spectrometry ◽  
H Nmr ◽  
Chemical Structures ◽  
Thioamide Group ◽  
Solvent Free Conditions ◽  
Ft Ir ◽  
C Nmr

Synthesis of new imidazolidine and tetrahydropyrimidine derivatives 3a, b and 4a–c as cyclic 1,3-diamines under two reaction conditions (A and B) is described. Under reaction conditions-A, a suspension of (E)-2-cyano-2-(oxazolidin-2-ylidene)ethanethioamide 1 (1 eq.) and diaminoalkanes 2a–e (2 eq.) in absolute ethanol is heated under reflux for 16–22 h to afford 3a, b and 4a–c. Alternatively, under reaction conditions-B, a solution of thioamide 1 (1 eq.) in diaminoalkanes 2a–e (3 eq.) is stirred under solvent-free conditions at room temperature for 3 days to give desired products. Reaction conditions-A for having higher yields, shorter reaction times, and required less diamines is more effective than reaction conditions-B. Oxazolidine ring opening is observed by reacting compound 1 with all of the diamines 2a–e, but the thioamide group only reacts with nonbulky diamines 2a, b. The chemical structures of novel compounds were confirmed by 1H NMR, 13C NMR, elemental analysis, and FT-IR spectrometry.

scholarly journals Synthesis and Spectroscopic Characterization of Some New Biological Active Azo–Pyrazoline Derivatives

2012 ◽  
Vol 9 (3) ◽  
pp. 1613-1622 ◽  
Author(s):  
Farouq E. Hawaiz ◽  
Mohammad K. Samad
Keyword(s):  
Addition Reaction ◽  
Coupling Reaction ◽  
Spectroscopic Characterization ◽  
Hydroxyl Group ◽  
Significant Activity ◽  
H Nmr ◽  
Ft Ir ◽  
High Yields ◽  
C Nmr

A number of 3-[4-(benzyloxy)-3-(2-Chlorophenylazo)-phenyl]-5-(substituted-phenyl)-1-substituted-2-pyrazolines( 4a-j) and (5a-j) have been synthesized by diazotization of 2-chloroaniline and its coupling reaction with 4-hydroxy acetophenone, followed by benzyloxation of the hydroxyl group to give the substrate [4-benzyloxy-3-(2-chlorophenylazo)-acetophenone (1)].The prepared starting material (1) has been reacted with different substituted benzaldehydes to give a new series of chalcone derivatives 1-[(4-benzyloxy)-3-(2-chloro-phenylazo)-phenyl]-3-(substituted phenyl)-2-propen-1-one (3a-j), in high yields and in a few minutes, and the later compounds were treated with hydrazine hydrate according to Michael addition reaction to afford a new biolological active target compounds (4a-j) and (5a-j). Furthermore, The structures of the newly synthesized compounds were confirmed by FT-IR,13C-NMR,13C-DEPT &1H-NMR spectral data. The chalcone and pyrazoline derivatives were evaluated for their anti bacterial activity againstEscherichia colias gram negative andStaphylococcus aureusas gram positive, the results showed significant activity against both types of bacteria.

scholarly journals Microwave-Assisted Hydrogenation of Codeine in Aqueous Media

2012 ◽  
Vol 2012 ◽  
pp. 1-4 ◽  
Author(s):  
F. Taktak ◽  
I. Bulduk
Keyword(s):  
Aqueous Solution ◽  
Aqueous Media ◽  
One Pot ◽  
H Nmr ◽  
Microwave Assisted ◽  
Analysis Technique ◽  
Purity Analysis ◽  
Ft Ir ◽  
Elemental Analysis Technique ◽  
C Nmr

An efficient one-pot microwave-assisted hydrogenation of codeine was achieved in aqueous solution. This technique is simple, fast, environmentally friendly, and highly efficient. Structure of produced dihydrocodeine was approved by using FT-IR, 1H NMR, 13C NMR, EIMS, and elemental analysis technique. Its purity analysis was performed by using HPLC and assay analysis was performed by using potentiometric titration methods.

scholarly journals A Facile and Catalyst-free Synthesis of Hexahydroacridine-1,8(2H,5H )-dione and Octahydroacridin-10(1H )-yl)thiourea Derivatives: Inter- and Intramolecular Aza-Michael addition

2020 ◽  
Vol 26 (1) ◽  
pp. 26-32 ◽  
Author(s):  
Nader Noroozi Pesyan ◽  
Narmin Akhteh ◽  
Hana Batmani ◽  
Barış Anıl ◽  
Ertan Şahin
Keyword(s):  
Hydroxylamine Hydrochloride ◽  
X Ray Diffraction ◽  
Reaction Conditions ◽  
One Pot ◽  
Thiourea Derivatives ◽  
H Nmr ◽  
Nmr Spectrometry ◽  
The One ◽  
Convenient Technique ◽  
C Nmr

AbstractAn easy and convenient technique for the one-pot synthesis of novel compounds of hexahydroacridine-1,8(2H,5H)-dione and octahydroacridin-10(1H)-yl) thiourea derivatives has been developed by the reaction of the octahydro-1H-xanthenes with hydroxylamine hydrochloride and thiosemicarbazide in ethylene glycol, which is a green solvent, under mild reaction conditions. IR, 1H NMR, 13C NMR spectrometry, and X-ray diffraction analysis were used to identify the structures of these compounds.

Synthesis and Characterization of Imidazo[1,2-a]Pyrimidine

2015 ◽  
Vol 52 ◽  
pp. 1-4
Author(s):  
A.M. Shah ◽  
A.J. Rojivadiya
Keyword(s):  
Mass Spectroscopy ◽  
Synthesis And Characterization ◽  
Spectroscopic Techniques ◽  
One Pot ◽  
H Nmr ◽  
Ft Ir ◽  
C Nmr

An efficient protocol for the synthesis of imidazo [1,2-a] pyrimidine was developed by using three component one-pot Biginelli synthesis. The synthesized compounds were characterized by spectroscopic techniques like FT-IR, 1H NMR, 13C NMR, and mass spectroscopy.

One-Pot Synthesis of Functionalised 4-Spiro-1,4-Dihydropyridines Via [1+2+1+2]-Cyclisation

2017 ◽  
Vol 41 (9) ◽  
pp. 513-516 ◽  
Author(s):  
Pan Zhou ◽  
Biao Hu ◽  
Lingling Lu ◽  
Rong Huang ◽  
Fuchao Yu
Keyword(s):  
Acetic Acid ◽  
Ammonium Acetate ◽  
Water Solution ◽  
Reaction Conditions ◽  
One Pot ◽  
Efficient Approach ◽  
H Nmr ◽  
Three Component Reaction ◽  
C Nmr ◽  
Operational Simplicity

A simple and efficient approach for the synthesis of 4-spiro-1,4-DHP derivatives has been developed, involving one-pot three-component reaction of isatins, N,N-dimethylenaminones with ammonium acetate in EtOH–water solution promoted by acetic acid. Compared with the previous [1+2+3]-cyclisation method, this [1+2+1+2]-cyclisation procedure has advantages as it is more environmentally friendly, has easier operational simplicity, and requires milder reaction conditions. Moreover, these novel compounds have been obtained in moderate to good yields and their structures have been confirmed by 1H NMR, 13C NMR and IR and HRMS spectroscopy.

scholarly journals Synthesis of Tert-Octylsalicylaldoxime and Its Application in Extraction of Cu(II)

2021 ◽  
Vol 9 ◽  
Author(s):  
Liqing Li ◽  
Luo Feng ◽  
Chunfa Liao ◽  
Fangxu Li ◽  
Liqin Yang
Keyword(s):  
Elemental Analysis ◽  
Extraction Ability ◽  
One Pot ◽  
H Nmr ◽  
Alkyl Groups ◽  
Ft Ir ◽  
Copper Nickel Alloy ◽  
The One ◽  
Yield And Purity ◽  
C Nmr

The alkyl salicylaldoxime has attracted more and more attention recently due to the complex branched alkyl groups. In this study, a novel alkyl salicylaldoxime, tert-octylsalicylaldoxime, was successfully synthesized by the one-pot method. The yield and purity by the elemental analysis were 96.17 and 94.13%, respectively. The structure was confirmed by elemental analysis, FT-IR, 1H NMR (Nuclear Magnetic Resonance), 13C NMR spectroscopy, and MS. Results showed that tert-octylsalicylaldoxime with a new structure exhibited excellent extraction ability and selectivity for Cu(II) and can be successfully used to recover Cu from copper-nickel alloy electroplating wastewater. Thus, this product has the potential to be used as a powerful copper extractant in the future.

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