Synthesis, crystal structure, CN– ion recognition property and computational studies of a novel hydrazinyl-dihydroimidazole Schiff base

Sahu, Meman; Manna, Amit Kumar; Rout, Kalyani; Nikunj, Dipti; Sharma, Bhaskar; Patra, Goutam Kumar

doi:10.1016/j.ica.2021.120600

Cited by 11 publications

(10 citation statements)

References 37 publications

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“…in about 88% yield (Scheme 1). The 1 H NMR and 13 C NMR for both compounds 4a,b were measured and the spectrum showed all related peaks for confirmation the chemical structure of prepared compounds except peaks at 2.5 and 3.5 ppm are attributed to the DMSO-d 6 and water, also additional peaks at 2.6, 2.8 and 7.7 ppm are attributed to DMF molecule in the synthesized compounds (Additional file 1: Figs. S7-S10).…”

Section: Characterizations Of Prepared Compoundsmentioning

confidence: 99%

“…For quick, selective, and sensitive detection of cyanide ions in an aqueous medium, (E)-2-(2-(thiophen-2-ylmethylene)hydrazinyl)-4,5-dihydro-1 H-imidazol-3-ium bromide was utilized. The detection limit was discovered to be 0.89 µM [13]. The benzamide hydrazone sensor may detect cyanide ions with a very low detection limit [14].…”

Section: Open Accessmentioning

confidence: 99%

“…The NMR spectra were measured with a JEOLNMR 500 MHz spectrometer. 1 H (500 MHz) and 13 C NMR (125 MHz) spectra were recorded in deuterated dimethyl sulfoxide (DMSOd 6 ) using tetramethylsilane as a standard. The chemical shift (δ) was reported in ppm and the chemical shift (J) was reported in Hz.…”

Section: Characterizations Of Prepared Compoundsmentioning

confidence: 99%

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Novel allyl-hydrazones including 2,4-dinitrophenyl and 1,2,3-triazole moieties as optical sensor for ammonia and chromium ions in water

et al. 2022

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It is critical to take safety action if carcinogenic heavy metals and ammonia can be detected quickly, cheaply, and selectively in an environmental sample. As a result, compound 4a [4-(1-(2-(2,4-Dinitrophenyl)hydrazineylidene)-3-(naphthalen-2-yl)allyl)-5-methyl-1-phenyl-1 H-1,2,3-triazole] and compound 4b [4-(1-(2-(2,4-Dinitrophenyl)hydrazineylidene)-3-(naphthalen-2-yl)allyl)-1-(4-fluorophenyl)-5-methyl-1 H-1,2,3-triazole] were prepared. The aldol condensation process of 4-acetyl-1,2,3-triazoles 1a,b (Ar = C6H4; 4-FC6H4) with 2-naphthaldehyde yields 1-acetyl-1,2,3-triazoles 1a,b (Ar = C6H4; 4-FC6H4) (5-methyl-1-aryl-1 H-1,2,3-triazol-4-yl) -3-(naphthalen-2-yl)prop-2-en-1-ones 3a,b with a yield of around 95%. The target compounds 4a,b are obtained in around 88% yield by condensation of 3a,b with (2,4-dinitrophenyl)hydrazine in a refluxing acidic medium. Compounds 4a,b exhibited possible colorimetric detection for chromium ion in the range of 0–14 ppm and ammonia in the range of 0–20 ppm. As a result, this research suggests that strong electron-withdraw groups in related probes can improve anion detection ability, while the conjugation effect should also be considered while building structures.

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Section: Characterizations Of Prepared Compoundsmentioning

confidence: 99%

Section: Open Accessmentioning

confidence: 99%

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Novel allyl-hydrazones including 2,4-dinitrophenyl and 1,2,3-triazole moieties as optical sensor for ammonia and chromium ions in water

et al. 2022

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“…[28,29] Hydrazones containing chromophores and auxochromes in their composition are considered efficient anionic probes. [30,31] The simplicity of their synthesis, high molar extinction coefficients, and good light-and moisture-resistance properties are significant advantages in chemosensorics. [32][33][34] In recent years, hydrazone-type colorimetric chemosensors for cyanide ions are developed based on diketopyrrolopyrrole, [35] rhodamine B, [36] benzamide, [37] coumarin, [38,39] pyrene, [40] BODIPY, [41,42] azo dye, [43] triphenylamine, [44] naphtaline, [45] quinoline.…”

Section: Introductionmentioning

confidence: 99%

Benzotiazole‐Based Colorimetric Chemosensor for the Effective Detection of Hazardous Cyanide Ions

Zavalishin,

Kiselev,

Pechnikova

et al. 2023

ChemistrySelect

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A new hydrazone based on 5-nitrofurfural and 2-hydrazinobenzothiazole (L) was introduced as a colorimetric chemosensor for rapid, selective, and sensitive detection of CN À ions in aqueous media. The chemosensor L was characterized using spectral methods such as FT-IR, 1 H, 13 C NMR, UV-Vis, and mass spectrometry. The interaction of L with the CN À ion provides a marked color change from yellow to blue-green or blue, depending on the concentration of cyanide ions. The change in colour as well as in absorption maxima make it possible to detect CN À ions with the naked eye. The detection limit of the chemosensor L is 0.26 μM, which is below the WHO limit for cyanide ions in drinking water. Other competing anions (

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“…The discharge of cyanide-contaminated industrial waste in environment can result in the exposure of CN − to humans through food and drinking water. 44–46 Thus, the detection of CN − at the trace level is important owing to its extremely toxic nature and proper regulations, and guidelines were imposed by WHO for the monitoring of CN − level with the maximum permissible limit for consumption in drinking water of 1.9 μM. 47,48 Therefore, the generation and advancement of molecular probes for sensitive cyanide detection at the trace level are gaining importance.…”

Section: Introductionmentioning

confidence: 99%

Idiosyncatic recognition of Zn²⁺ and CN⁻ using pyrazolyl-hydroxy-coumarin scaffold and live cell imaging: depiction of luminescent Zn(ii)-metallocryptand

et al. 2022

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Synthesis, crystal structure, CN– ion recognition property and computational studies of a novel hydrazinyl-dihydroimidazole Schiff base

Cited by 11 publications

References 37 publications

Novel allyl-hydrazones including 2,4-dinitrophenyl and 1,2,3-triazole moieties as optical sensor for ammonia and chromium ions in water

Novel allyl-hydrazones including 2,4-dinitrophenyl and 1,2,3-triazole moieties as optical sensor for ammonia and chromium ions in water

Benzotiazole‐Based Colorimetric Chemosensor for the Effective Detection of Hazardous Cyanide Ions

Idiosyncatic recognition of Zn²⁺ and CN⁻ using pyrazolyl-hydroxy-coumarin scaffold and live cell imaging: depiction of luminescent Zn(ii)-metallocryptand

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Synthesis, crystal structure, CN– ion recognition property and computational studies of a novel hydrazinyl-dihydroimidazole Schiff base

Cited by 11 publications

References 37 publications

Novel allyl-hydrazones including 2,4-dinitrophenyl and 1,2,3-triazole moieties as optical sensor for ammonia and chromium ions in water

Novel allyl-hydrazones including 2,4-dinitrophenyl and 1,2,3-triazole moieties as optical sensor for ammonia and chromium ions in water

Benzotiazole‐Based Colorimetric Chemosensor for the Effective Detection of Hazardous Cyanide Ions

Idiosyncatic recognition of Zn2+ and CN− using pyrazolyl-hydroxy-coumarin scaffold and live cell imaging: depiction of luminescent Zn(ii)-metallocryptand

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Idiosyncatic recognition of Zn²⁺ and CN⁻ using pyrazolyl-hydroxy-coumarin scaffold and live cell imaging: depiction of luminescent Zn(ii)-metallocryptand