Green and Catalyst-Free One-Pot Synthesis of Anthranilamide Schiff Bases: An Approach Toward Sirtinol

Ebrahimi, Seyed Mostafa; Mahdavi, Mohammad; Emami, Saeed; Saeedi, Mina; Asadi, Mehdi; Firoozpour, Loghman; Khoobi, Mehdi; Divsalar, Kouros; Shafiee, Abbas; Foroumadi, Alireza

doi:10.1080/00397911.2013.833627

Cited by 9 publications

(1 citation statement)

References 24 publications

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“…After 12 h, the reaction tube was cooled to room temperature. It should be pointed out that Schiff base reactions are often taken as intermediate reactions in “one-pot” synthesis because the conversion of the reversible reaction is not high enough and the chemical bond [−(CN)−] is easily broken. , In our experiment, the Schiff base intermediate (SCB) could not be purified by recrystallization and chromatographic column. Therefore, the Schiff base intermediate (SCB) was characterized by FT-IR and 1 H NMR measurements directly using the reaction mixture, which was also directly used to perform copolymerization for constructing microspheres.…”

Section: Experimental Sectionmentioning

confidence: 87%

Optically Active Microspheres Containing Schiff Base: Preparation and Enantio-Differentiating Release toward Drug Citronellal

Zhao

Song

et al. 2019

Ind. Eng. Chem. Res.

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This article reports an innovative type of drugloaded microspheres prepared by precipitation polymerization. The microspheres consist of optically active helical substituted polyacetylene main chains and Schiff base side groups, in which the former provides helical chirality while the latter is used for chiral citronellal loading. Scanning electron microscopic images showed that microspheres with average size of about 1 μm were synthesized. Circular dichroism and UV−vis absorption spectra demonstrated that the polymer chains existed in predominantly one-handed helical structures which contributed largely to the optical activity of the microspheres. The helical structure of polymer and the Schiff base endowed the microspheres with pH-and time-dependent properties and enantio-differentiating resolution capacity toward citronellal. The novel optically active microspheres have potential applications in the fields of chiral drug separation and release, biomedicine, etc.

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Section: Experimental Sectionmentioning

confidence: 87%