Synthesis of Schiff Bases via Environmentally Benign and Energy‐Efficient Greener Methodologies

Naqvi, Arshi; Shahnawaaz, Mohd.; Rao, A. V. R.; Seth, Daya S.; Sharma, Nikhil

doi:10.1155/2009/589430

Cited by 17 publications

(8 citation statements)

References 6 publications

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“…Searching for an alternative method, Naqvi et al. 38 reported an energy efficient greener methodology for the preparation of Schiff’s bases involving a mechano-chemical solvent-free procedure. Applying this new methodology afforded compounds 4a–f in good yields and high purity in a short reaction time.…”

Section: Resultsmentioning

confidence: 99%

Inhibition studies on a panel of human carbonic anhydrases withN1-substituted secondary sulfonamides incorporating thiazolinone or imidazolone-indole tails

Awadallah

Bua

Mahmoud

et al. 2018

Journal of Enzyme Inhibition and Medicinal Chemistry

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Being the primary sulfonamide among the most efficient zinc binding group (ZBG) to design inhibitors for the metallo-enzymes carbonic anhydrases (CA, EC 4.2.1.1), herein, we propose an investigation on four physiologically important human (h) CAs (hCA I, II, IV, and IX) with N1-substituted secondary sulfonamides incorporating thiazolinone or imidazolone-indole tails. The effect of the functionalisation of the sulfonamide group with five different substitution patterns, namely acetyl, pyridine, thiazole, pyrimidine, and carbamimidoyl, was evaluated in relation to the inhibition profile of the corresponding primary sulfonamide analogues. With most of these latter being nanomolar inhibitors of all four considered isoforms, a totally counterproductive effect on the inhibition potency can be ascribed to N1-functionalisations of the ZBG primary sulfonamide structure with pyridine, thiazole, and pyrimidine moieties. On the other hand, incorporation of less hindered groups, such as sulfonylacetamides and sulfonylguanidines, maintained a certain degree of activity dependent on the tailing moiety, with KIs spanning in the low micromolar range.

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Section: Resultsmentioning

confidence: 99%

Inhibition studies on a panel of human carbonic anhydrases withN1-substituted secondary sulfonamides incorporating thiazolinone or imidazolone-indole tails

Awadallah

Bua

Mahmoud

et al. 2018

Journal of Enzyme Inhibition and Medicinal Chemistry

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“…Adapun beberapa kelebihan green synthesis adalah ekonomis, mudah, ramah lingkungan dan efisien. Sintesis senyawa imina dapat dilakukan dengan beberapa metode yaitu melalui metode penggerusan (Rahman, Ali, Jahng, & Kadi, 2012), penggunaan pelarut air (Naqvi, Shahnawaaz, Rao, Seth & Sharma 2009), dan penggunaan katalis asam alami (Patil, Jadhav, & Deshmukh, 2011a;Patil, Jadhav, & Patil, 2012). Sintesis beberapa senyawa imina dilakukan dengan bantuan katalis air lemon dan menghasilkan produk imina sebesar 72-100% (Patil et al, 2011a;Patil et al, 2012).…”

Section: Pendahuluanunclassified

Green Synthesis Senyawa Imina dari Vanillin and Anilina dengan Katalis Alami Air Jeruk Nipis (Citrus aurantifolia)

Hakimi

Hanapi²,

Fasya³

2018

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Synthesized imine from vanillin and aniline was conducted with solvent-free by adding natural catalyst lime juice (Citrus aurantifolia). This research focused on characterization of imine product using variation of lime juice volume (0.5, 1.0, 1.5, 2.0 and 2.5 mL). Imine product was characterized based on shape, color, melting point and yield. The product was also identified by FITR and GCMS. P1 was e highest yield and purity of imine product were 64.12% and 74.74%, respectively. Physical characterization of imine product was solid form and yellow color with melting point of 150°C.GCMS spectra showed target compound has formed m/z 227 (M *+ ) that referred to 2-metoxy-4-((phenylimino)methyl)phenol. IR spectra confirmed presence of target compound in specific wavelength of imine (C=N) at 1584 cm -1 .Keywords: imine, vanillin, aniline, lime juice, catalyst Sintesis imina dari vanilin dan anilina dapat dilakukan tanpa pelarut dengan bantuan katalis asam alami dari jeruk nipis (Citrus aurantifolia). Penelitian ini bertujuan untuk mengkarakterisasi produk imina dengan variasi volume katalis jeruk nipis. Volume katalis jeruk nipis yang digunakan adalah 0,5; 1,0; 1,5; 2,0; dan 2,5 mL. Produk imina dikarakterisasi berdasarkan bentuk, warna, titik lebur dan rendemen. Produk juga identifikasi menggunakan FTIR dan KG-SM. Sintesis imina menghasilkan P1 sebagai produk terbaik dengan rendemen sebesar 64,12% dan tingkat kemurnian 74,74%. Hasil karakterisasi produk imina berupa padatan yang berwarna kuning dengan titik lebur 150°C. Hasil KG-SM menunjukkan adanya senyawa target sintesis 2-metoksi-4-((fenilimino)metil)fenol pada m/z 227 (M *+ ). Terbentuknya senyawa target diperkuat dengan spektra IR khas senyawa imina (C=N) pada 1584 cm -1 .

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“…Entretanto, os métodos que empregam irradiação de micro-ondas merecem especial destaque, devido aos curtos tempos de reação e aos excelentes rendimentos obtidos. [30][31][32][33] Recentemente, foi realizado um teste preliminar no MW-MESO visando otimizar a condensação de acetofenona (11) com 2-(aminometil)piridina (12) para formação da imina 13 (Esquema 4). Sob aquecimento convencional (90 o C), em tolueno, esta reação apresentou uma conversão de 77% para formação de 13 como uma mistura dos isômeros E e Z em uma proporção de 65:35.…”

Section: Reação De Condensação Para Obtenção De Iminaunclassified

The Microwave Reactor at MESO-Lab/UFSC: Four Years Accelerating Reactions, Breakthroughs and Opportunities

Sá¹,

Meier²,

Dutra³

et al. 2010

Revista Virtual De Química

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Reactions performed under microwave irradiation offer many advantages when compared to conventional ones, including short reaction times, high yields, controlled selectivity, and low energy consumption, as well as the possibility to perform solvent-free transformations with lower production of residues under safer and more environmentally benign conditions. In this mini-review, we describe several examples of reactions performed since 2006 in a monomode microwave reactor, located at MESO-Lab (Laboratory of Organic Synthesis and Methodology, Chemistry Department, UFSC), by our research group as well as by others from Brazil and Uruguay. The reactions described herein are organized into topics according to whether the main step involves the formation (or cleavage) of C-N, CO or CC bonds.

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Synthesis of Schiff Bases via Environmentally Benign and Energy‐Efficient Greener Methodologies

Cited by 17 publications

References 6 publications

Inhibition studies on a panel of human carbonic anhydrases withN1-substituted secondary sulfonamides incorporating thiazolinone or imidazolone-indole tails

Inhibition studies on a panel of human carbonic anhydrases withN1-substituted secondary sulfonamides incorporating thiazolinone or imidazolone-indole tails

Green Synthesis Senyawa Imina dari Vanillin and Anilina dengan Katalis Alami Air Jeruk Nipis (Citrus aurantifolia)

The Microwave Reactor at MESO-Lab/UFSC: Four Years Accelerating Reactions, Breakthroughs and Opportunities

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