Amino Benzaldehyde Research Articles

Design, synthesis, characterization, DFT, molecular docking, and in vitro screening of metal chelates incorporating Schiff base

Hydrazones, with an azomethine -NHN=CH group, are extensively researched due to their easy preparation and numerous pharmaceutical benefits. A hydrazone derivative was formed by combining N,N-dimethyl amino benzaldehyde (1) and hydrazine hydrate (2), producing-4-(methanehydrazonoyl)-N,N-dimethylaniline (3). The final product (H1L) ligand was produced by reacting with ethyl acetate. The new complexes were formed by reacting Co(II), Ni(II), Cu(II), and Zn(II) with the ligand in a 1M:2L molar ratio. Complexes were synthesized with high yields. Metal chelate structures were identified through elemental analyses, FT-IR, magnetic moment, XRD, and molar conductivity tests. According to FT-IR findings, the Schiff base ligand displayed neutral bidentate properties by binding with metal ions via the azomethine N and carbonyl O. Magnetic moment research indicated an octahedral structure and high electrolytic properties, with the exception of Co(II) and Zn(II) complexes, which were observed to be non-electrolytes. Theoretical calculations were performed using DFT. The synthesized complexes were tested for antibacterial activity against two types of Gram-positive bacteria: S. aureus and B. subtilis. Molecular docking analysis revealed information about the ligand's binding energy and interaction with the S. aureus receptor. KEY WORDS: Hydrazinylidene, DFT, Antibacterial activity, Molecular docking Bull. Chem. Soc. Ethiop. 2024, 38(6), 1625-1638. DOI: https://dx.doi.org/10.4314/bcse.v38i6.10

A Spectrophotometric Determination of Amlodipine Drug in Pharmaceutical Preparations Using 2, 6-Dihydroxybenzoic Acid Reagent

In this study, a delicate, exact, and efficient colorimetric spectrophotometric technique was created for the assessment of Amlodipine in its unadulterated structure and in drug arrangements The strategy depends on the response of the optional amine in the medication with the carbonyl gathering in the natural reagent 2, 6 dihydroxy benzoic corrosive within the sight of p-dimethyl amino benzaldehyde to frame a yellow complex (Manich complex). The greatest absorbance was viewed as at 402 nm. Linearity was seen in the scope of 2-40 μg/mL, and the connection coefficient was viewed as 0.9909. The molar absorptivity was viewed as 1.392 × 104 L•mol-1•cm-1. It was observed that the shade of the item was steady and no massive change in absorbance was noticed for as long as 50 minutes a recuperation of 100.596% was gotten. The restriction of discovery (LOD) and cutoff of evaluation (LOQ) were viewed as 0.968 µg/mL and 3.228 µg/mL, individually. The %RSD was 4.32, which demonstrates the precision of the proposed strategy.

Fabrication of cationic microgels doped MnO2/Fe3O4 nanocomposites, and study of their photocatalytic performance and reusability in organic transformations

AbstractThis article reports, the fabrication of cationic microgel doped MnO2/Fe3O4 nanocomposites (CM@MnO2/Fe3O4) via free radical emulsion polymerization technique, and an economical and environmental friendly approach to some organic transformations, such as heterogeneous photocatalytic reduction of methylene blue (MB, toxic dye), para‐nitro phenol (PNP, harmful pollutant) and dimethyl amino benzaldehyde (DMAB, skin allergic reagent) in presence of UV light (38 W). First of all, three different crosslinked grades of cationic microgels (CMs) have been synthesized by using styrene, dimethyl acrylamide, cyclohexyl methacrylate, [2‐(acryloyloxy)ethyl] trimethylammonium chloride and N‐hydroxymethyl acrylamide monomers by taking different amounts of N‐hydroxymethyl acrylamide, and keeping the other monomers in fixed quantities. Further, all the grades of CMs have been doped by bimetallic MnO2/Fe3O4 nanoparticles, through hydrothermal method. Fabrication of CMs and CM@MnO2/Fe3O4 nanocomposites has been confirmed by the characteristic peaks observed in FT‐IR spectral analysis and their thermal stability has been evidenced by thermogravimetric analysis. TEM and DLS analyses have revealed their particular size. The surface morphology of CMs and CM@MnO2/Fe3O4 nanocomposites has been visualized by scanning electrode microscope analysis. The nanocomposites have effectively and efficiently catalyzed the reduction reactions of MB, PNP, and DMAB, in presence of UV light, by 98%, 98%, and 86%, respectively. The photocatalysts have been reused up to eight cycles without any loss of their catalytic activity. The photocatalytic reductions have also been studied for their kinetics, and exhibited pseudo first order kinetics (kapp, 10−2 min−1).

Fabrication and Characterization of Sulfonated Carbon Materials and Chitosan-Derived Functioned Carbon via Schiff’s Base Process for Separation Purposes

The Schiff bases reaction is applied to form various functioned carbon structures using renewable carbon from waste sources, Chitosan, 4-Amino-3-hydroxy-napthalene-1-sulphnic acid, and dimethyl amino benzaldehyde as starting materials. The formed functioned carbons were characterized by TEM, FTIR, XRD, and surface area analysis to assess their morphology, structure, porosity, and surface functional groups. In addition, the chromatographic-based thermodynamic analysis is applied to evaluate the surface energy and thermodynamic parameters during the separation of hydrocarbon species. Results indicated the formation of various carbon structures in convex-like shapes with diameters between 600 nm and 1500 nm, including side-building edges of diameter between 100 nm and 316 nm. The formed functioned carbon surfaces are rich with O-H, N=C, C=C, C=O, and C=S groups, as indicated by the FTIR. The function carbons are named carbon coated with Chitosan-derived covalent organic layer (C@Chitosan-COL) as well as Schiff’s base-derived sulfonated carbon (Schiff’s-C-S) in relation to the applied starting materials. The chromatographic-based thermodynamic analysis showed that the entropy changes of adsorption (ΔSA) increased with increasing chain length demonstrating less random movement and higher adsorption in both materials. The fabricated C@Chitosan-COL and Schiff’s-C-S showed an efficient separation of hydrocarbon mixture including n-Nonane, n-Decane, n-Undecane, and n-Dodecane.

Synthesis and Biological Evolution of Some Heterocyclic Derivatives

Heterocyclic compounds, owing to their diverse applications including pharmaceuticals and industrial use, hold a prominent position within organic chemistry. This study focused on the synthesis and characterization of Schiff base compounds as a subset of heterocyclic molecules. Compound [N1] was synthesized by condensing 3,4 Diamino benzoic acid and 4-Dimethyl amino benzaldehyde, followed by subsequent reactions to yield compounds [N2], [N3], [N4], and [N5]. Each compound was characterized through Fourier-transform infrared spectroscopy (FTIR). The FTIR spectra exhibited distinctive absorption bands signifying various functional groups within each compound. The spectra confirmed the presence of key bonds such as OH, C=O, C=N, C-H, and S-H within the compounds. This thorough characterization validated the successful synthesis of the Schiff base compounds and facilitated their structural analysis. The study underscores the importance of precise characterization in elucidating the structure and composition of novel compounds, contributing to the broader understanding of their potential applications.

Determination of hydrazine in air by liquid chromatography/tandem mass spectrometry combined with precolumn derivatization.

In this study, we developed a determination method for hydrazine in the air. Hydrazine was derivatized with p-dimethyl amino benzaldehyde (DBA) to yield p-dimethylaminobenzalazine, which was subjected to liquid chromatography-electrospray tandem mass spectrometry (LC/MS/MS) analysis. The derivative exhibited good sensitivity in the LC/MS/MS analysis, and its instrument detection limit and instrument quantification limit were 0.003 and 0.008ng/mL, respectively. The air sample was collected using an air sampler equipped with a peristaltic pump at 0.2L/min for 8h. We demonstrated that a silica cartridge impregnated with DBA and 1,2-bis(4-pyridyl) ethylene can collect hydrazine in the air stably. The mean recovery rates in outdoor and indoor locations were 97.6% and 92.4%, respectively. Further, the method detection and quantification limits were 0.1 and 0.4ng/m3, respectively. The proposed method does not require any pretreatment and/or concentration step, enabling high-throughput analyses.

Standardization of Methodology to Determine Nitrogen, Total Reducing Sugar, Crude Lipid and Urea Content in Panchgavya Formulation

The present study was conducted ICAR-National Dairy Research Institute, Karnal, Haryana, India during the year 2016−2020 to standardize the methodology to analyse the composition of panchgavya. Direct raw ingredients (milk urine and dung) were collected from live stock research centre, NDRI Karnal while indirect raw ingredients curd and ghee were prepared in laboratory. Panchgavya was prepared in three ratios i.e. RA, RB and RC by changing the level of urine and dung in final formulation. The methods for determination of nitrogen, crude lipid, reducing sugar and urea in panchgavya formulation were standardized. For all the analysis first theoretical value was calculated based on their percent in raw materials and experimental value was compared with it. Effect of sample weight and different methods to analyse composition was compared. In conclusion, it was found that Kjeldahl method for nitrogen content, Mojonnier acid digestion method for crude lipid, colorimetric method for lactose and DMAB (p- dimethyl amino benzaldehyde) for urea can be used as standard methods in the panchgavya formulation.

The Spectral Study and Biological Activity for Azo-Shiff Bases Derivatives containing Pyrimidine Ring

The importance of Schiff's bases is that they are used as anti-bacterial, tuberculosis, cancer and tumors, as well as their ability to capture metal ions. Schiff's bases play an important role in analytical and industrial chemistry as they are used to resist the corrosion of metals. Photolysis is not considered a degradation pathway for azo dyes. In order to extend the life of products dyed with azo dyes, it is necessary to ensure stability against microbial attack, and tests have shown that azo dyes degrade significantly in short-term tests under aerobic conditions. However, under anaerobic conditions, color change can be observed as a result of biodegradation .A general method for the synthesis of new Azo compound has been employed. Diazotization reaction between 2-amino pyrimidine and 2-amino-4-nitro phenol was used to produce Azo compound F1 [2-amino-4-nitro-6-(pyrimidin-2-yldiazenyl)phenol] then prepare two Azo-Shiff base derivatives by Aldol-condensation reaction of (F1) with p-N,N-dimethyl amino Benzaldehyde and Isatin to give (F2,F3).The research included biological screening as anti-bacterial for (F,F2,F3) and as anti-cancer for (F3) by using cell line type Hep G2. FT-IR,1H-NMR, 13C-NMR and two-dimensional(2D)HSQC spectroscopy was used to characterize these compounds.

Synthesis of N-Substituted 3-Chloro- 2-azetidinones for 2, 4-diamino-6- hydroxy pyrimidin

This search involved synthesis of several new N-Substituted -3-chloro-
 2-azetidinones which were known as a high medicinal effectiveness for 2,
 4-Diamino-6-hydroxy pyrimidin in two steps. The first step included
 preparation Shiff bases (1-6) by condensation of 2, 4-Diamino-6-hydroxy
 pyrimidin with many substituted aldehydes(4-hydroxy benzaldehyde, 2-
 bromobenzaldehyde, 4-dimethyl amino benzaldehyde, = 4-nitro
 benzaldehyde, salicylaldehyde, 4-chlorobenzaldehyde), then the second
 step included, preparation new six azetidinones compounds (7-12) by
 reaction of chloroacetylchloride with the prepared Schiff bases in the first
 step in the presence of triethylamine. The structures of synthesized
 compounds were- characterized by physical properties (FT-IR, UV and
 some of them by 'H-NMR, C_NMR spectroscopy) were recorded.

Aminobenzaldehyde convelently modified graphitic carbon nitride photocatalyst through Schiff base reaction: Regulating electronic structure and improving visible-light-driven photocatalytic activity for moxifloxacin degradation.

Graphitic carbon nitride (GCN) has been demonstrated to be a potential visible-light-driven photocatalyst for eliminating organic pollutants. However, its practical application is limited by low photocatalytic efficiency originating from high recombination of photogenerated charges. In this work, the electronic structure of GCN was regulated by doping aminobenzaldehyde (ABA) into the skeleton through a solid-state Schiff base reaction. Photoelectrochemical characterizations illustrated that the obtained catalyst (CNABA) exhibited narrower band gap, lower recombination rate of photoinduced electron-hole pair and higher charge transfer ability than the pristine GCN, further indicating its excellent photocatalytic activity. Using moxifloxacin (MOX) as a model pollutant, the ABA doping content was firstly optimized and the optimal activity of the CNABA photocatalyst was 3.1 times higher than that of the GCN. Subsequently, the effects of pH value, photocatalyst dosage and MOX concentration on the photocatalytic behavior were also studied. Superior stability and photocatalytic reusability were confirmed by five repeated tests. By substituting tap water/natural lake water for deionized water and sunlight for xenon light, the CNABA also exhibited high elimination efficiency, implying its good practicability. Superoxide radical, hydroxyl radical and photogenerated hole were identified as the main active species to degrade MOX. Finally, possible degradation pathways for MOX to mineralize small molecules were proposed by determining intermediate products during photocatalysis. This work provides a solid-state method to rationally design aromatic system-modified GCN photocatalysts, and the obtained CNABA is a promising visible-light-driven photocatalyst for eliminating antibiotics.

Schiff bases compounds prepared from Phenyl hydrazine as a starting material were Synthesized, Characterized, and their Biological activity was Investigated

Preparation of Schiff bases compounds (A, B, and C) in absolute ethanol using concentrated phenyl hydrazine and various aromatic aldehydes such as (4-chlrobenzaldehyde aldehyde, 4-bromobenzaldehyde, N, N-dimethyl amino benzaldehyde). Melting point, FT, has been used to classify these compounds (A, B, and C). The reactions phases and series were studied using IR spectroscopy and thin layer chromatography (TLC) (ethyl acetate: toluene, 1:4). Three derivate compounds were used as antibacterial activity in this study. The results proved that all derivative compounds provided good inhibition zone against Staphylococcus aureus and pseudomonas aeruginosa especially in concentration 300mg/ml of derivative compound C with diameter inhibition zone 21.433±0.676 and 625.33±0.796 respectively.

Synthesis and Biological Activity of New Derivatives of Thiazolidine and Oxazepine-Linked to Pyridine Moieties

This research includes reaction and condensation between substituted 4-aminopyridine and 4-(N, N-dimethyl amino benzaldehyde) to produce Schiff base derivative (3), the compound (3) was selected to react with a different compound such as Thioglycolic acid, Phthalic anhydride, and maleic anhydride, to produced new ring of Thiazolidine derivatives and oxazepine derivatives structures (4,5,6,7,8,9,10,11,12), respectively. The final compound was characterized the structure by Fourier transform-infrared spectroscopy, H-Nuclear magnetic resonance (H-NMR) in addition to the Carbon, Hydrogen, Nitrogen (CHN) analyzer. Biological activity has been considered for the final structures and achievements of multi drugs.

Diazotized reagent for spectrophotometric determination of glyphosate pesticide in environmental and agricultural samples

A new sensitive spectrophotometric method for the determination of glyphosate herbicide in environmental and agricultural samples is developed. The reaction is based on diazotization followed by coupling of glyphosate with p-dimethyl amino benzaldehyde. The resulted complex absorption spectra was observed at λmax = 420 nm. The effects of other metal ions and pesticides were also tested for selective determination of glyphosate. The analytical parameters were optimized and have been successfully applied for determination of glyphosate in various environmental samples such as soil, water and vegetables. This method has a lower limit detection of 6 μg of glyphosate. Beer's law is obeyed over the concentration range of 6.0 μg–24.0 μg glyphosate in 25 mL of the final solution at 420 nm. The standard deviation and relative standard deviation calculated are 0.0055 and 1.023, respectively. The molar absorptivity of the colored system is 1.91 × 1010 L mol−1cm−1 and Sandell's sensitivity is found 0.408 × 10−5 μg cm−2. The proposed method is simple, sensitive, highly reproducible and time saving as compare to those complicated time consuming methods.

Friedländer, Knoevenagel, and Michael Reactions Employing the Same MOF: Synthesis, Structure, and Heterogeneous Catalytic Studies of ([Zn(1,4-NDCA)(3-BPDB)0.5]·(DMF)(MeOH) and [Cd4(1,4-NDCA)4(3-BPDB)4]·2(DMF)

Two new inorganic–organic coordination polymers, namely, ([Zn(1,4-NDCA)(3-BPDB)0.5]·(DMF)(MeOH) (I) and [Cd4(1,4-NDCA)4(3-BPDB)4]·2(DMF) (II), were synthesized by employing naphthalene dicarboxylic acid and 1,4-bis(3-pyridyl)-2,3-diaza-1,3-butadiene (3-BPDB) ligands. Both the compounds have a three-dimensional structure and exhibit Lewis acidic as well as basic characters. The Lewis acid character was explored by using the Friedländer reaction involving the condensation of amino benzaldehyde and ketones. The Lewis basic character was investigated by employing a three-component condensation that combines Knoevenagel and Michael reactions. Both the Lewis acid and Lewis base reactions were found to proceed well, giving rise to the expected products with good and comparable yields of ∼80%. The catalysts were found to be active for up to three cycles.

A thermodynamic study for the stability of some aromatic complexes formation derived from the reaction of 4-dimethyl amino benzaldehyde with diazotized dinitro aniline reagents.

Abstract The basis of this research includes the preparation of aromatic azoimine complexes resulting from the coupling reaction (4) of Schiff bases with diazotized dinitroaniline reagent. Ultraviolet spectra, infrared spectra, and melting points are among the most important physical methods used to identification the right compounds prepared in this study. After that, the stoichiometric ratios of the components of the complex were determined using the molar ratio method, and we got a ratio of (1:1) for all the studied complexes. Finally, the factors that affect the stability constant values were studied, namely: A-Effect of acidity function: These stability constants were studied for each of the prepared complexes at each acidic function (pH) and different temperatures, and we obtained values for the stability constants, which are evidence of the preparation of stable azo complexes. B-The effect of temperature: These stability constants were calculated at a range of temperature (313–273oK) which allowed us to know that the reactions of formation of azo dyes are spontaneous and exothermic from the negative values of (∆G and ∆H) respectively, as well as the negative (∆S) value that supports what was mentioned previously. C-Effect of Structure: The location and the type of function group also has an effect on the values of the stability constants of the prepared complexes, and this was proved by the variation in the values of the stability constants.

Synthesis and Characterization of New Oxo-Aztedine ,Imidazoldine and Thiazolidine Rings on Creatinine and Evaluation of their Biological Activity

This work included preparation of new imine from the reaction of creatinine with aldehydes (4-nitrobenzaldehyde, 4- amino benzaldehyde, cinnamaldehyde) and ketone ( acetophenone ) in ethanol and thepresence of few drops glacial CH3COOH to obtain Schiff bases (1a,1b,1c,1d) Schiff bases were treatedwith monochloroacetyl chloride to produced (2a,2b,2c,2d), with glycine to synthesis (3a,3b,3c,3d) andwith 2-mercaptoacetic acid to prepare (4a,4b,4c,4d). The Prepared compounds had beenmeasured by (FTIR,and1HNMR ) spectroscopic techniques. Some of the derivatives were studied activity against antibacterial,antifungal and antioxidant.

Synthesis, Characterization and antibacterial Study of some Complexes Derivatives from1,3,4– Thiadiazole Schiff base

The present study included preparing a new ligand from the thiadiazole derivatives from react between 1,2,5-dihydrazine, 1,3,4-thiadiazol with 4-Dimethyl amino benzaldehyde with a ratio of (1:2) to preparing the ligand (L1) Transition ions complexes (Co+3, Cu+2) were prepared with ligand (L1), the ligand and its complexes were characterized using the elemental analysis (C.H.N.S), Infrared spectrum (FTIR), proton nuclear magnetic resonance spectrum (1H-NMR), Mass spectroscopy, magnetic sensitivity, and molar conductivity, the practical results were exactly in line with the molecular formula and structural formulas for the compounds. The program (Hyper Chem) was used to draw ligands and their complexes and to show the distribution of electron density.The results obtained from the study of magnetic sensitivity and molar conductivity of the prepared ligand complexes confirmed that the geometry shape of [L1CoCl3] is an octahedral complex, while [L1CuCl2] is a square planner complex. The results of molar conductivity also confirmed that the prepared cobalt complex is electrolytic, while the [L1CuCl2] complex is non-electrolytic.The biological activity of the prepared ligand and its complexes were tested against two types of bacteria Staphylococcus aureus and Escherichia Coli in comparison with the standard inhibitor (Ciprofloxacin), the obtained results confirmed the biological activity of the prepared ligand was more than the standard inhibitor (Cipro) against Escherichia coli also the complexes (A1, A2) showed higher biological activity than the standard inhibitor (Cipro) against Escherichia coli (Gram-negative), the ligand and its prepared complexes don’t show biological activity against Staphylococcus aureus(Gram-positive).

Hemicyanines-potential heavy metal ion sensors

The synthesis of four hemicyanine dyes are reported. Varying the donor-acceptor properties of hemicyanine dyes has a drastic influence on the aggregation properties and photophysical properties. 4-(N, N-dimethyl)amino benzaldehyde, 4-nitro benzaldehyde and 4-hydroxy benzaldehyde are used as donors. Quarternary salts of 2-methyl benzothiazole with bromoacetic acid and methyl iodide are used as acceptors. Synthesis and characterization of the dyes were carried out. Preliminary studies shows that these compounds possess pH sensing as well as heavy metal ion sensing properties.

Synthesis of New Oxazepine and Thaizolidine Compounds derived from Pyrimidine-2(2H)-one

In this paper the compounds (11-20) (methyl pyrimidine - 2(1H)-one and others phenyl pyrimidine -2(1H)- one) that will prepared from α, β unsaturated carbonyl compounds they are called chalcones, that compounds prepared from reaction of different aldehyde (4-methoxy benzaldehyde, 2-nitro benzaldehyde, 3-nitrobenzaldehyde, 4-N,N—dimethyle amino benzaldehyde, benzaldehyde, 4-nitro-benzaldehyde) with different ketones (acetone, acetophenone, 2-nitro acetophenone, 3-nitro acetophenone) after prepared this compounds and purified it and mesurment for physical, chemical and spectroscopy that we can do to get chalcones that reacted with urea under known chemical conditions to get pyrimidinone compounds we needed. pyrimidine compounds were reacted with two aromatic amines (2,4-dinitro aniline and 4- amino acetophenone) using glacial acetic acid as catalyst in absolute ethanol giving a new compounds of schiff's bases (21-40). New thiazolidine 4-one (41-50) were synthesized from reactions of Schiff's bases (21-30) with thioglycolic acid in absolute ethanol. 1,3- oxazepine derivatives. (51-60) are prepared from reaction between Schiff's bases (31-40) with malic anhydrid in absolut ethanol. The structures of the Synthesized compounds were estimated by IR, 1H- NMR and some physical data.

Synthesis, Characterization and Antibacterial Activity of New Derivatives of Imidazolidine having Sulfamethoxazole Moiety

This work includes Synthesis of new series of sulfa drugs derived from sulfamethoxazole containing substituted Imidazolidine moiety. These compounds expected to have antibacterial activity, due to their Imidazolidine moiety This work includes synthesis of some new
 Schiff bases (II1-5) by condensation of sulfamethoxazole drug(I) with some aldehydes (1-5) (benzaldehyde, p-chloro benzaldehyde, p-nitro benzaldehyde, p-hyroxy benzaldehyde and p-N, N-dimethyl amino benzaldehyde). These Schiff bases were found to react with glycine, to prepared new imidazolidine derivatives (III1-5). The prepared compounds were characterized by physical properties, FT-IR and of the 1H-NMR spectroscopy. The preliminary study of antibacterial activity of final compounds has considered by well diffusion method. The tested compounds displayed effect against gram negative bacteria:( Acinetobacter species and Pseudomonas aeruginosa) and gram-positive bacteria (Streptococcus pyougenes and Staphylococcus aureus bacteria), which compared to DMSO as control, and good activity compared to sulfamethoxazole as standard.