Synthesis, solvent interactions and computational study of monocarbohydrazones

Mrdjan, Gorana; Matijević, Borko; Vastag, Gyöngyi; Božić, Aleksandra; Marinković, Aleksandar D.; Milčić, Miloš K.; Stojiljković, Ivana

doi:10.1007/s11696-020-01106-4

Cited by 2 publications

(4 citation statements)

References 36 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…mp 185–187 °C (amorphous solid). 1 H NMR (DMSO- d 6 , 400 MHz): δ 10.35 (s, 1H), 8.00 (s, 1H), 7.81 (s, 1H), 7.61 (s, 1H), 7.48 (d, 1H, J = 4.0 Hz), 7.26 (t, 1H, J = 4.0 Hz), 7.15 (d, 1H, J = 2.0 Hz), 4.07 (s, 2H), 2.32 (s, 3H) …”

Section: Methodsmentioning

confidence: 99%

“…mp 184–185 °C (amorphous solid). 1 H NMR (DMSO- d 6 , 400 MHz): δ 10.32 (s, 1H), 8.14 (s, 1H), 7.95 (d, 1H, J = 4.0 Hz), 7.89 (s, 1H), 7.16–7.24 (m, 3H), 4.07 (s, 2H), 2.35 (s, 3H) …”

Section: Methodsmentioning

confidence: 99%

“…mp 182–184 °C (amorphous solid). 1 H NMR (DMSO- d 6 , 400 MHz): δ 10.62 (s, 1H), 8.22–8.25 (m, 2H), 8.16 (s, 1H), 8.43–8.45 (m, 1H), 7.31–7.37 (m, 2H), 4.07 (s, 2H) …”

Section: Methodsmentioning

confidence: 99%

“…mp 187–189 °C (amorphous solid). 1 H NMR (DMSO- d 6 , 400 MHz): δ 10.48 (s, 1H), 8.27 (s, 1H), 8.13 (s, 1H), 8.78 (s, 1H), 7.62 (d, 1H, J = 4.0 Hz), 7.48–7.51 (m, 1H), 7.29–7.33 (m, 1H), 4.05 (s, 2H) …”

Section: Methodsmentioning

confidence: 99%

See 3 more Smart Citations

Olive-Shaped Organic Cages: Synthesis and Remarkable Promotion of Hydrazone Condensation through Encapsulation in Water

Liu

Wang

et al. 2021

J. Org. Chem.

View full text Add to dashboard Cite

Two organic cages have been prepared in situ in water through the 2 + 3 hydrazone coupling of two pyridinium-derived trialdehydes and oxalohydrazide. The highly water-soluble cages encapsulate and solubilize linear neutral molecules. Such encapsulation has been applied for the promotion of both two- or three-component hydrazone condensation in water. For two-component reactions, the yields of the resulting monohydrazones are increased from 5–10 to 90–96%. For three-component reactions of hydrazinecarbohydrazide with 11 aromatic aldehydes, in the presence of the organic cages, the bihydrazone products can be produced in 88–96% yields. In contrast, without the promotion of the organic cages, 9 of the reactions do not afford the corresponding dihydrazone product.

show abstract

Section: Methodsmentioning

confidence: 99%

“…mp 184–185 °C (amorphous solid). 1 H NMR (DMSO- d 6 , 400 MHz): δ 10.32 (s, 1H), 8.14 (s, 1H), 7.95 (d, 1H, J = 4.0 Hz), 7.89 (s, 1H), 7.16–7.24 (m, 3H), 4.07 (s, 2H), 2.35 (s, 3H) …”

Section: Methodsmentioning

confidence: 99%

“…mp 182–184 °C (amorphous solid). 1 H NMR (DMSO- d 6 , 400 MHz): δ 10.62 (s, 1H), 8.22–8.25 (m, 2H), 8.16 (s, 1H), 8.43–8.45 (m, 1H), 7.31–7.37 (m, 2H), 4.07 (s, 2H) …”

Section: Methodsmentioning

confidence: 99%

Section: Methodsmentioning

confidence: 99%

See 2 more Smart Citations

Olive-Shaped Organic Cages: Synthesis and Remarkable Promotion of Hydrazone Condensation through Encapsulation in Water

Liu

Wang

et al. 2021

J. Org. Chem.

View full text Add to dashboard Cite

show abstract

Synthesis and Characterization of Novel 2-Pyridine Mono(thio)carbohydrazones as Promising Antioxidant and Antimicrobial Agents. Experimental and Theoretical Approach

Mrđan

Tot

Rašeta

et al. 2022

Bulletin of the Chemical Society of Japan

View full text Add to dashboard Cite

Four new derivatives of 2-pyridine mono(thio)carbohydrazones were synthesized by condensation of carbaldehydes with carbohydrazide and thiocarbohydrazide following a known procedure. Compounds obtained were characterized using FT-IR, NMR, and UV-Vis spectroscopy, and their purity was determined by elemental analysis. Within the investigation of biological activity, four derivatives were subjected to antioxidative and antimicrobial studies, showing significant results. All obtained results concerning biological activity were supported by TD-DFT calculations. Comparing, monothiocarbohydrazones have shown much better activity than monocarbohydrazones. As a part of the characterization of potentially biologically active compounds ionization constants of synthesized compounds were theoretically predicted, experimentally determined and their mutual similarities i.e. differences were confirmed with NBO analysis.

show abstract

Synthesis, solvent interactions and computational study of monocarbohydrazones

Cited by 2 publications

References 36 publications

Olive-Shaped Organic Cages: Synthesis and Remarkable Promotion of Hydrazone Condensation through Encapsulation in Water

Olive-Shaped Organic Cages: Synthesis and Remarkable Promotion of Hydrazone Condensation through Encapsulation in Water

Synthesis and Characterization of Novel 2-Pyridine Mono(thio)carbohydrazones as Promising Antioxidant and Antimicrobial Agents. Experimental and Theoretical Approach

Contact Info

Product

Resources

About