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Abstrak :
Quinoline merupakan senyawa heterosiklik yang mengandung nitrogen pada cincin heterosikliknya. Derivat quinoline telah dilaporkan memiliki berbagai aktivitas biologis, seperti antioksidan, antibakteri, antifungi, antimalaria, dan anti-inflamatory. Banyaknya aktivitas biologis penting yang dimiliki oleh senyawa quinoline sehingga pada penelitian ini dilakukan sintesis derivat quinoline-4-carboxylic acid menggunakan metode Doebner dengan komponen asam piruvat, derivat anilin, dan derivat aldehid. Tujuan penelitian ini yaitu sintesis turunan quinoline-4-carboxylic acid berbasis ramah lingkungan dengan menggunakan metode Multicomponent Reaction (MCR), Microwave-Assisted Organic Synthesis (MAOS) dan menggunakan katalis reusable Fe(OTf)3 serta melakukan uji aktivitas antioksidan dan antimikroba. Penelitian dilakukan dalam beberapa tahap. Tahap pertama adalah pembuatan katalis Fe(OTf)3 disertai karakterisasi menggunakan FT-IR dan TEM. Tahap kedua adalah skrining kondisi optimum reaksi pada sintesis turunan quinoline-4-carboxylic dengan komponen prekursor benzaldehid, anilin dan asam piruvat dengan variasi kondisi jenis pelarut, waktu reaksi dan jumlah katalis. Hasil reaksi diamati menggunakan TLC, produk yang dihasilkan direkritalisasi dan yield yang diperoleh dihitung. Tahap ketiga adalah investigasi ruang lingkup metode dengan memvariasikan prekursor derivat benzaldehid (4-hidroksibenzaldehid, 4-metoksibenzaldehid), anilin (kloroanilin), dan asam piruvat. Senyawa hasil sintesis yang diperoleh dikarakterisasi dengan menggunakan melting point, FT-IR, spektrofotometer UV-Vis, LC-MS. Tahap keempat adalah uji aktivitas antioksidan produk yang dihasilkan menggunakan metode DPPH dan uji aktivitas antibakteri menggunakan metode difusi agar. Kondisi Optimum yang diperoleh pada sintesis senyawa 1 yang menunjukkan yield paling tinggi (96%) adalah penggunaan 5% katalis Fe(OTF)3 selama 90 detik dan tanpa penggunaan pelarut. Kondisi optimum yang diperoleh pada sintesis senyawa 1 diterapkan pada sintesis senyawa 2,3 dan 4 dan menghasilkan yield senyawa 2(74%), senyawa 3(91%) dan senyawa 4 (68%). Adapun senyawa yang menunjukkan aktivitas antioksidan paling tinggi yaitu senyawa 2 (IC50 6,76 ppm). Senyawa 3 menunjukkan aktivitas antimikroba paling tinggi, kategori kuat melawat bakteri Gram negatif E.Coli, dan kategori sedang melawan bakteri Gram positif S.Aureus. ......Quinoline is a heterocyclic compound that contains nitrogen in its heterocyclic ring. Quinoline derivatives have been reported showing a wide range of biological activities such as antioxidant, antibacterial, antifungal, antimalarial, and anti-inflammatory. The number of important biological activities possessed by quinoline compounds so that in this study the synthesis of quinoline-4-carboxylic acid derivatives was carried out using the Doebner method with pyruvic acid components, aniline derivatives, and aldehyde derivatives. The purpose of this research is the synthesis of environmentally friendly quinoline-4-carboxylic acid derivatives using the Multicomponent Reaction (MCR) method, Microwave-Assisted Organic Synthesis (MAOS) and using a reusable Fe(OTf)3 catalyst as well as conducting antioxidant and antimicrobial activity tests. This research was carried out in four stages. The first stage was the synthesis and evaluation of catalytic activity of Fe(OTF)3 catalyst as well as its characterization using FT-IR and TEM. The second stage was the screening of optimum reaction condition of the synthesis of quinoline derivatives using substrates of benzaldehyde, aniline, and pyruvic acid, in a condition of different types of solvents, reaction time, and the amount of catalyst. The reaction was observed using TLC, the obtained products were recrystallized, and yield products were calculated. The third stage was to investigate the scope of the method by varying the substrate of aromatic aldehyde (4-hydroxy benzaldehyde, 4-metoxy benzaldehyde), aniline (chloroaniline), and pyruvic acid. The results of reactions were characterized by melting point, FT-IR, UV-Vis spectrophotometer, and LC-MS. The fourth stage is to evaluate the activity of the obtained product of quinoline-4-carboxylic acid derivatives as antioxidant by DPPH method and antibacterial by agar difusion method. The optimum conditions of compound 1 that show the highest yield (96%) is to use 5% of catalyst Fe(OTF)3 for 90 second in solvent-free. This optimum conditions also applied on synthesis of compounds 2, 3, and 4 producing poducts of compound 2(74%), compound 3 (91%) and compound 4 (68%). Compound 2 showed the strongest antioxidant activity (IC50: 6.76 ppm). Compound 3 showed a strong antibacterial activity against Gram-negative bacteria, E.Coli (13 mm); a moderate antibacterial activity against Gram-positive bacteria, S.Aureus (10 mm).

Abstrak :
Senyawa turunan hidrazon merupakan senyawa monoterpen heterosiklis yang memiliki beberapa aktivitas biologis seperti antioksidan. Penelitian ini menggunakan variasi isatin yang akan dilakukan modifikasi dengan menambahkan senyawa klor ke dalam cincin aromatik. Senyawa yang terbentuk dari reaksi klorinasi adalah 5-kloroisatin yang akan direaksikan dengan isoniazid dan kampor dengan hidrazin hidrat dan isoniazid untuk membentuk turunan senyawa hidrazon. Hasil sintesis senyawa 5-kloroisatin (90,25%), isatin isoniazid (metode jurnal = 92,99%; metode baru = 93,28%), 5-kloroisatin isoniazid (metode refluks = 66,13%; metode panas = 75,61%), kampor isoniazid (43,99%), dan kampor hidrazon (0,35%). Keberhasilan dari sintesis turunan senyawa hidrazon ini akan dikarakterisasi menggunakan spektrofotometer Ultraviolet-Visible (UV-Vis), Fourier Transform Infrared spectroscopy (FTIR), dan Liqiuid Chromatography Mass Spectrometry (LC-MS). Untuk pengujian antioksidan digunakan metode DPPH dengan nilai IC50 diantara 11-17 ppm. ......Hydrazone-derivates are heterocyclic monoterpene that has several biological activities, such as antioxidant. This research uses variation of isatin which will be modified by adding chlorine into the aromatic ring. The products formed from the reaction are 5-chloroisatin which will be reacted with isoniazid and camphor with hydrazine hydrate and isoniazid to form hydrazonederivates. The result of products synthesis are 5-chloroisatin (90,25%), isatin isoniazid (journal method = 92,99%; new method = 93,28%), 5-chloroisatin isoniazid (reflux method = 66,13%; hot plate method = 75,61%), camphor isoniazid (43,99%), and camphor hydrazon (0,35%) The success of the synthesis of hydrazone derivates will be characterized using Ultraviolet-Visible (UV-Vis) spectrophotometer, Fourier Transform Infrared spectroscopy (FTIR), and Liquid Chromatography Mass Spectrometry (LC-MS). The DPPH method is used for antioxidant testing gave the IC50 number between 11-17 ppm.

Abstrak :

Piranopirazol merupakan senyawa organik heterosiklik yang kerangkanya berupa cincin piran yang tersubstitusi oleh pirazol pada posisi ortho. Piranopirazol dapat disintesis menggunakan prekursor aldehid, hidrazin, etil asetoasetat, dan malononitril dengan metode reaksi multikomponen. Sintesis piranopirazol berlangsung melalui reaksi kondensasi Knoevenagel, adisi  Michael, dan siklisasi. Pada penelitian ini nano- Fe₃O₄ disintesis dari karat besi sebagai sumber Fe dan minyak jelantah. Optimasi waktu reaksi memperlihatkan bahwa kondisi optimum reaksi sintesis senyawa piranopirazol adalah  selama 60 menit dengan jumlah katalis nano- Fe₃O₄ sebanyak 1% (b/b). Variasi aldehid yang digunakan berupa benzaldehid, 2-hidroksi benzaldehid, dan sinamaldehid. Hasil sintesis menunjukkan pada waktu reaksi selama 60 menit disertai adanya katalis nano-Fe₃O₄ dapat menghasilkan senyawa turunan piranopirazol. Nano- Fe₃O₄ yang terbentuk telah dikarakterisasi dengan menggunakan instrumen FTIR, XRD, dan SEM-EDS. Produk hasil sintesis yang terbentuk telah dikarakterisasi dengan menggunakan KLT serta instrumen, FTIR, UV-Vis, dan GC-MS.

 

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Pyranopyrazole is a heterocyclic organic compound where the skeleton is a pyran ring substituted by pyrazole in the ortho position. Pyranopyrazole can be synthesized using aldehyde, hydrazine, ethyl acetoacetate, and malononitrile as precursors with a multicomponent reaction method. Synthesis of pyranopyrazole is carried out through the Knoevenagel condensation reaction, Michael's addition, and cyclization. In this research, nano- Fe₃O₄ is synthesized from rust and used cooking oil. Synthesis of pyranopyrazole derivates compound reached the optimal condition within 60 minutes of the reaction with the amount of nano-Fe₃O₄ catalyst is 1% (w/w). Benzaldehyde, 2-hydroxy benzaldehyde, and cinnamaldehyde are used to be variations of aldehyde in this research. The results show that the reaction in 60 minutes using nano-Fe₃O₄ produces pyranopyrazole derivate compounds.  The nano- Fe₃O₄ is characterized using FTIR, XRD, and SEM-EDX instruments. The resulting products are characterized by TLC, FTIR, UV-Visible, and GC-MS.

 

Abstrak :
Heterocycles have played a crucial role in the biological and industrial development of society, becoming one of the most researched areas within organic chemistry. The first chapter, is based on microwave theory, the latest developments in instrumentation technology, and the various microwave technologies used for synthesis. The remainder of the chapters are divided into two sections. Section A deals with the five-membered heterocycles (pyrazoles, isoxazoles, triazoles, oxadiazoles, thiazoles, imidazoles, oxazoles, oxazolines etc.) and in Section B, various six-membered heterocycles (triazines, benzoxazoles, benzimidazoles, benzothiazoles) are presented. Both sections contain a detailed, recent literature review of microwave assisted synthesis and its applicability to various aromatic heterocyclics.

Abstrak :
This book about perfluoroheteroaromatic chemistry : multifunctional systems from perfluorinated heterocycles by nucleophilic aromatic substitution processes, monofluorinated heterocycles, synthesis of beta-Halofurans, synthesis of halogenated 5- and 6-membered sulfur- and sulfur, nitrogen containing heterocycles, heterocyclic reagents containing nitrogen-halogen bond : recent applications, recent progress on the halogen dance reaction on heterocycles, halogenated heterocycles as pharmaceuticals, sources, occurrence and fate of halogenated heterocyclic pharmaceuticals in the environment, and green methods in halogenation of heterocycles.