Synthesis and Characterization of New Azo Compounds Linked to 1, 8-Naphthalimide and Studying Their Ability as Acid-Base Indicators

Al-Majidi, Suaad M. H.; Al-Khuzaie, Mohammed G. A.

doi:10.24996/ijs.2019.60.11.4

Cited by 18 publications

(12 citation statements)

References 11 publications

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“…A mixture of 3,3'-dimethyl-[1,1'-biphenyl]-4,4'-diamine (2.12 g, 10 mmol) and 4aminoacetophenone (2.7 g, 20 mmol) in ethanol absolute (35 mL) and glacial acetic acid (500 L) was refluxed for 12 hours [18]. When the reflux had reached its completion, the reaction mixture was cooled to room temperature, and the solid-crude material was filtered, washed with ethanol, dried, and then recrystallized from acetone to give the title product 1.…”

Section: Synthesis Of 44`-bis-[(4-aminophenyl)methylbenzylidene]tolid...mentioning

confidence: 99%

“…A solution of compound 1 (2.23 g, 5 mmol) in acetone was added dropwise through a dropping funnel to succinic, phthalic, tetrachlorophthalic, or tetrabromophthalic anhydride (10 mmol) in acetone (20 mL), with stirring and cooling [18]. After the completion of the addition, the reaction mixture was stirred for 2 hours.…”

Section: Synthesis Of Bis-(amic Acid Schiff Bases) 2-5mentioning

confidence: 99%

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Synthesis and Characterization of New Bis-Schiff Bases Linked to Various Imide Cycles

Yassen

Al-Azzawi

2023

Iraqi Journal of Science

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This research includes the synthesis of new bis-Schiff bases linked to different imide cycles. There were some steps involved in the synthesis of the novel Schiff bases with succinimide, phthalimide, tetrachlorophthalimide, and tetrabromophthalimide cycles. The first step involved the preparation of 4,4`-bis[(4-aminophenyl) methyl benzylidene]tolidine (1) via the condensation reaction of 3,3'-dimethyl-(1,1'-biphenyl)-4,4'-diamine with 4-amino acetophenone. In the second step, compound 1 reacted with various cyclic anhydrides, affording bis-amic acid Schiff bases 2-5. In the third step, the products 2-5 were dehydrated using the fusion method to produce the target bis-imidyl Schiff bases 6-9. This work also involved the synthesis of bis-imidyl Schiff base 10 directly by fusion of compound 1 with 1,8-naphthalic anhydride. The prepared compounds were characterized depending on their FT-IR, 1H NMR, and 13C NMR spectra. The newly synthesized target compounds are expected to be very active biologically since their molecules are essential components of two active groups (imine and imide).

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Section: Synthesis Of 44`-bis-[(4-aminophenyl)methylbenzylidene]tolid...mentioning

confidence: 99%

Section: Synthesis Of Bis-(amic Acid Schiff Bases) 2-5mentioning

confidence: 99%

Synthesis and Characterization of New Bis-Schiff Bases Linked to Various Imide Cycles

Yassen

Al-Azzawi

2023

Iraqi Journal of Science

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“…In homocyclic and heterocyclic forms, azo compounds (-N=N-) play a fundamental role in the dye and pigment industries [11,12]. It extensively entered the analytical chemistry fields [13,14], actually into the industrialization of drugs and other medications [15], and LCD color filters [16]. Azo-Schiff base compounds can be synthesized according to the compound's characteristics and reaction conditions in two ways.…”

Section: Introductionmentioning

confidence: 99%

Untitled

2023

J. Med. Chem. Sci.

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Three of new azo-Schiff base ligands were prepared in this work via the preparation of Schiff base ((E)-2-(((2,5-dichlorophenyl)imino)methyl)phenol DCSS) produced from the condensation reaction between salicyaldehyde and (2,5-dichloroaniline), this Schiff base was regarded as a coupling component in azo reactions to form the new azo-Schiff ligands, respectively, via the reaction of the diazonium salts of the (2,5difluoroaniline, 4-chloro-2-fluoroaniline and 4-bromo-2-fluoroaniline) with the previous Schiff base (DCSS). These new Azo-Schiff ligands were characterized with many spectroscopic techniques such as (FT-IR, 1 H-NMR, Mass spectra, UV-Visible, and elementary analysis) to ensure their preparation. Five divalent transition ions (Co, Ni, Cu, Pd, and Pt) complexes were prepared for each ligand and characterized (some of them) with the previous techniques, the mole ratio of the cobalt and copper complexes was (1:2), while the rest (Ni, Pd, and Pt) complexes have a (1:1) ratios. In addition, complementary techniques, such as atomic absorption, molar electrical conductivity, and magnetic susceptibility were performed to deduce their geometries and form the collected data. The square planer geometry was examined. The biological study includes the antibacterial screening against two types of bacterial species gram-negative (E.coli) and gram-positive (S. aureus) using tetracycline as a reference antibiotic. Antioxidant assay of some of the prepared ligands and their complexes as well as an MC7 cell line breast cancer assay for two prepared complexes (PdL1 and PtL2) and as compared, they noticed that the platinum azo-Schiff complex has an IC50 = 56.78 a more active anticancer function than the palladium complex with IC50 = 74.64.

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“…In homocyclic and heterocyclic forms, azo compounds (-N=N-) play an essential role in the dye and pigment industries [13][14][15][16]. They have extensively entered the analytical chemistry fields [17,18], indeed into the manufacturing of drugs and other medications [19], and LCD color filters [20]. Azo-Schiff base compounds can be prepared according to the compound's characteristics and reaction conditions in two ways.…”

Section: Introductionmentioning

confidence: 99%

Preparation and Characterization of New (Halogenated Azo-Schiff) Ligands with Some of their Transition Metal Ions Complexes

Kadhim

Mahdi

2022

eijs

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Two new halogenated azo-Schiff ligands were prepared in two steps. The first step included a condensation between 4-amino acetophenone and 2-fluoro-4-bromo aniline to give the corresponding Schiff base. In the second step, the diazonium salt of this Schiff base reacted with 2-naphthol and 4,5-diphenylimidazole to form two new azo-Schiff base derivatives as ligands; (3-((E)-(4-((E)-1-((4-bromo-2-fluorophenyl) imino)ethyl) phenyl) diazenyl) naphthalen-2-ol (HSBAN) (L1) and ((E)-N-(4-bromo-2-fluorophenyl)-1-(4-((E)-(4,5-diphenyl-1H-imidazol-2-yl)diazenyl) phenyl) ethan-1-imine) (HSBAI) (L2), respectively. These new ligands were characterized by mass spectrometry, FT-IR, 1H NMR, UV-Visible spectroscopy and elemental microanalysis (CHN). Five divalent transition metal ion complexes (Co, Ni, Cu, Cd, and Hg) were prepared and characterized, beyond the determination of the optimal condition (concentration, pH value, and the mole ratio M:L) using UV-visible studies. Additionally, complementary techniques, such as atomic absorption, electrical conductivity and magnetic susceptibility, were performed to deduce their geometries. The comprehensive study suggested an octahedral geometry for all complexes except Cd and Hg complexes of the first ligand.

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Synthesis and Characterization of New Azo Compounds Linked to 1, 8-Naphthalimide and Studying Their Ability as Acid-Base Indicators

Cited by 18 publications

References 11 publications

Synthesis and Characterization of New Bis-Schiff Bases Linked to Various Imide Cycles

Synthesis and Characterization of New Bis-Schiff Bases Linked to Various Imide Cycles

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Preparation and Characterization of New (Halogenated Azo-Schiff) Ligands with Some of their Transition Metal Ions Complexes

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