5,6,7,8-Tetrahydronaphthalen-1-amine as Precursor for Thiazolidi­nones and Benzothiazepinones: Synthesis and Atropisomeric Relationship

Synthesis ◽  
2017 ◽  
Vol 49 (23) ◽  
pp. 5167-5175 ◽  
Author(s):  
Bruna Drawanz ◽  
Georgia Zimmer ◽  
Leticia Rodrigues ◽  
Andressa Nörnberg ◽  
Manfredo Hörner ◽  
...  
Keyword(s):  
Small Difference ◽  
Mercaptoacetic Acid ◽  
X Ray Diffraction ◽  
Ring Plane ◽  
One Pot ◽  
X Ray ◽  
Nmr Techniques ◽  
The One ◽  
Electron Donating Groups ◽  
Weak Electron

The one-pot reaction of 5,6,7,8-tetrahydronaphthalen-1-amine, mercaptoacetic acid, and arenealdehydes having strong and weak electron-withdrawing groups gave the corresponding 1,3-thiazolidin-4-ones (47–70%). When arenealdehydes bearing strong and weak electron-donating groups were used as precursors, the 1,4-benzothiazepin-2-ones were obtained (30–72%) by p-TsOH catalysis. All compounds are unknown and were characterized by GC-MS and NMR techniques, and available crystals by X-ray diffraction studies. The atropisomerism phenomenon was observed in several 1,3-thiazolidin-4-ones as confirmed by VTNMR method. The Tc was established as 332 K and the energy required for the interconversion of one atrop­isomer into another is around 16.8 kcal·mol–1. Chemical quantum calculation and NOESY displayed that more stable isomer has the tetrahydro­naphthalene portion below the five-ring plane. Only a small difference between isomers (–0.21 to –0.84 kcal·mol–1) was observed by calculated energy.

scholarly journals One-Pot Access to Diverse Functionalized Pyran Annulated Heterocyclic Systems Using SCMNPs@BPy-SO3H as a Novel Magnetic Nanocatalyst

2020 ◽  
Vol 15 (2) ◽  
pp. 348-366 ◽  
Author(s):  
Ke Chen ◽  
Guangzu He ◽  
Qiong Tang ◽  
Qahtan A.Yousif
Keyword(s):  
Magnetic Field ◽  
Reaction Times ◽  
Vibrating Sample Magnetometry ◽  
X Ray Diffraction ◽  
Magnetic Nanocatalyst ◽  
Permanent Magnetic Field ◽  
One Pot ◽  
X Ray ◽  
The One ◽  
Scanning Electron

The SCMNPs@BPy-SO3H catalyst was prepared and characterized using Fourier Transform Infrared Spectroscopy (FTIR), Thermogravimetric Analysis (TGA), Vibrating Sample Magnetometry (VSM), Energy Dispersive X-ray Spectroscopy (EDX), X-ray Diffraction (XRD), and Scanning Electron Microscopy (SEM). Afterwards, its capability was efficiently used to promote the one-pot, three-component synthesis of pyrano[2,3-c]pyrazole and 2-amino-3-cyano-pyrano[3,2-c]chromen-5(4H)-one derivatives. The strategy resulted in the desired products with excellent yields and short reaction times. The SCMNPs@BPy-SO3H catalyst was readily recovered using a permanent magnetic field and it was reused in six runs with a slight decrease in catalytic activity. Copyright © 2020 BCREC Group. All rights reserved 

scholarly journals One-Pot Hydrothermal Synthesis, Characterization, and Desulfurization Performance of ZnFe2O4/AC Composites

2018 ◽  
Vol 2018 ◽  
pp. 1-10 ◽  
Author(s):  
Hui-qiang Wang ◽  
Ming-hua Liu ◽  
Xin Luo ◽  
Yi-fan Liu ◽  
Fei-er Chen ◽  
...  
Keyword(s):  
Adsorption Capacity ◽  
Photoelectron Spectroscopy ◽  
Performance Test ◽  
X Ray Diffraction ◽  
One Pot ◽  
X Ray ◽  
Synthesis Conditions ◽  
Ft Ir ◽  
The One ◽  
Sulfur Adsorption

ZnFe2O4/AC composites were prepared by the one-pot hydrothermal method using the activated carbon (AC) as a carrier. The synthesis conditions were optimized by a single-factor experiment. The structural, textural, and surface properties of the adsorbent have been comprehensively characterized by scanning electron microscopy (SEM), X-ray diffraction (XRD), Fourier-transform infrared (FT-IR) spectroscopy, Brunauer–Emmett–Teller (BET) measurements, and X-ray photoelectron spectroscopy (XPS) analysis. The SO2 removal capacities of the composites were investigated via testing the adsorption capacity at the self-made desulfurization equipment. The results show that the adsorption capacity of ZnFe2O4/AC composites is much higher than that of the AC and ZnFe2O4 samples, respectively. The composite overcomes the disadvantages of the traditional sintering, showing a very high desulfurization performance. The breakthrough time was 147 min, and the sulfur adsorption capacity could reach 23.67% in the desulfurization performance test.

Purification and Functionalization of Diamond Nanopowders

2009 ◽  
Vol 1203 ◽  
Author(s):  
Jong-Kwan Lim ◽  
Jong-Beom Baek
Keyword(s):  
Chemical Modification ◽  
Polyphosphoric Acid ◽  
Wide Angle ◽  
X Ray Diffraction ◽  
Phosphorous Pentoxide ◽  
One Pot ◽  
X Ray ◽  
Diamond Nanopowder ◽  
The One ◽  
Diamond Nanopowders

AbstractPurification of diamond nanopowder (DNP) was conducted in a less-destructive mild polyphosphoric acid (PPA)/phosphorous pentoxide (P2O5). The wide-angle X-ray diffraction (XRD) showed that the intensity of the characteristic diamond d-spacing (111) at 2.07 Å from purified DNP (PDNP) was fairly increased compared to pristine DNP, indicating that significant amount of carbonaceous impurities were removed. Chemical modification of pristine DNP and PDNP with 4-ethylbenzoic acid was carried out to afford 4-ethylbenzoyl-functionalized DNP (EBA-g-DNP) and PDNP (EBA-g-PDNP). The morphologies of EBA-g-DNP and EBA-g-PDNP from scanning electron microscopy (SEM) were further affirmed the feasibility of chemical modification. The results suggested that the reaction condition was indeed viable for the one-pot purification and functionalization of DNP. The resultant functionalized DNP could be useful for nanoscale additives. Hence, EBA-g-DNP and EBA-g-PDNP was brominated by using N-bromosuccinimide (NBS). The resultant N-brominated DNP and PDNP could be used as initiator for the atom transfer radical polymerization (ATRP) to introduce many polymers onto the surface of functionalized DNP and PDNP.

The Construction of the Heterostructural Bi2O3/g-C3N4 Composites with an Enhanced Photocatalytic Activity

NANO ◽  
2018 ◽  
Vol 13 (06) ◽  
pp. 1850063 ◽  
Author(s):  
Jinhua Zhang ◽  
Huiyue Qian ◽  
Wencheng Liu ◽  
Hao Chen ◽  
Yang Qu ◽  
...  
Keyword(s):  
Photocatalytic Activity ◽  
Photoelectron Spectroscopy ◽  
Photogenerated Electron ◽  
X Ray Diffraction ◽  
One Pot ◽  
X Ray ◽  
Air Atmosphere ◽  
Transmission Electron ◽  
Ft Ir ◽  
The One

A heterostructural composite composed of g-C3N4 and Bi2O3 was achieved by the one-pot and thermal-induced polycondensation method using melamine and Bi(NO[Formula: see text] as precursor at 550[Formula: see text]C under air atmosphere. The crystalline phase, components and morphologies of the as-prepared composites were investigated by X-ray diffraction (XRD), Fourier transform infrared spectroscopy (FT-IR), X-ray photoelectron spectroscopy (XPS) and transmission electron microscopy (TEM). Besides, the photocatalytic activity of composites was evaluated by degrading RhB aqueous solution at room temperature under visible light irradiation. Compared with bulk g-C3N4, the photocatalytic efficiency of the 0.5% Bi2O3/g-C3N4 (Bi–CN) was increased by up to four times. The introduction of Bi2O3 enhances not only the light absorption ability, but also the separation of photogenerated electron–hole pairs.

scholarly journals Solvent-free synthesis of 1-amidoalkyl-2-naphthol and 3-amino-1-phenyl-1H benzo[f]chromene-2-carbonitrile derivatives by Fe3O4@enamine-B(OSO3H)2 as an efficient and novel heterogeneous magnetic nanostructure catalyst

2020 ◽  
Vol 22 (2) ◽  
pp. 9-19 ◽  
Author(s):  
Fangping Li ◽  
Jun Zhang ◽  
Longjiang Wang ◽  
Weijian Liu ◽  
Qahtan A. Yousif
Keyword(s):  
Reaction Times ◽  
Catalytic Amount ◽  
X Ray Diffraction ◽  
One Pot ◽  
X Ray ◽  
Magnetic Nanostructure ◽  
The One ◽  
High Yields ◽  
Green Procedure ◽  
Work Up

AbstractA green procedure for the one-pot three-component synthesis of 1-amidoalkyl-2-naphthol and 3-amino-1-phenyl-1H benzo[f]chromene-2-carbonitrile derivatives from the reaction of 2-naphtol, aldehydes, and malononitrile/acetamide in the presence of a catalytic amount of Fe3O4@enamine-B(OSO3H)2 as an efficient and novel heterogeneous magnetic nanostructure catalyst is described. The catalyst was characterized using Fourier transform infrared spectroscopy (FTIR), thermogravimetric analysis (TGA), vibrating sample magnetometry (VSM), energy dispersive X-ray spectroscopy (EDX), and X-ray diffraction (XRD). These strategies possess some merits such as simple work-up method, easy preparation of the catalyst, short reaction times, good-to-high yields, and non-use of hazardous solvents during all steps of the reactions. Moreover, due to the magnetic nature of the catalyst, it was readily recovered by magnetic decantation and can be recycled at least six runs with no considerable decrease in catalytic activity.

scholarly journals PREPARATION SOME ACID-ACTIVATED MONTMORILLONITES FROM CU CHI CLAY AND USING AS CATALYST IN ONE-POT CONVERSION OF BENZALDEHYDE INTO BENZONITRILE

2011 ◽  
Vol 14 (4) ◽  
pp. 43-53
Author(s):  
Dung Duc Pham ◽  
Dat Thanh Vu ◽  
Thach Ngoc Le
Keyword(s):  
Chemical Composition ◽  
Cation Exchange Capacity ◽  
Chemical Properties ◽  
Exchange Capacity ◽  
Solid Catalyst ◽  
X Ray Diffraction ◽  
One Pot ◽  
X Ray ◽  
Physical Chemical ◽  
The One

Montmorillonite is a "green" solid catalyst and support used in many organic reactions. In this paper, we have prepared some acid-activated montmorillonites from Cu Chi clay. Then, we determinated physical-chemical properties such as specific surface area, cation exchange capacity, X-ray diffraction, chemical composition and acidity of these samples. Finally, we chose the best from these montmorillonites and used as catalyst in the one-pot conversion of benzaldehyde into benzonitrile under solvent-free and microwave irradiation.

scholarly journals Synthesis of 1-aryl-1-phenylpropenes using an alkylation-rearrangement-methylation-isomerization one-pot reaction sequence

2011 ◽  
Vol 9 (5) ◽  
pp. 904-909 ◽  
Author(s):  
Nenad Maraš ◽  
Franc Perdih ◽  
Marijan Kočevar
Keyword(s):  
Claisen Rearrangement ◽  
Structural Features ◽  
X Ray Diffraction ◽  
Reaction Sequence ◽  
One Pot ◽  
Double Bond Migration ◽  
X Ray ◽  
Crystalline Product ◽  
Tetramethylammonium Chloride ◽  
The One

Abstract(Z/E)-1-(2-Methoxyaryl)-1-phenylpropenes have been prepared in good yields by heating a mixture of a phenolic substrate, cinnamyl chloride, tetramethylammonium chloride and K2CO3 in polyethyleneglycol at 180°C. The one-pot synthesis proceeds through four discrete reaction steps: alkylation of the phenol with cinnamyl chloride, Claisen rearrangement, O-methylation and double-bond migration. The configuration of one crystalline product was determined using a single-crystal X-ray diffraction analysis. The thermodynamic and structural features of the products were evaluated using computational chemistry techniques.

scholarly journals Synthesis of 3-Aryl-ortho-carboranes with Sensitive Functional Groups

Molecules ◽  
2021 ◽  
Vol 26 (23) ◽  
pp. 7297
Author(s):  
Sergey A. Anufriev ◽  
Akim V. Shmal’ko ◽  
Kyrill Yu. Suponitsky ◽  
Igor B. Sivaev
Keyword(s):  
Functional Groups ◽  
Intramolecular Hydrogen Bonding ◽  
X Ray Diffraction ◽  
One Pot ◽  
X Ray ◽  
The One ◽  
Intramolecular Hydrogen ◽  
Solid State Structures ◽  
Derivatives Of

A simple and efficient method was developed for the one-pot synthesis of 3-aryl derivatives of ortho-carborane with sensitive functional groups using 3-iodo-ortho-carborane and aryl zinc bromides that were generated in situ. A series of 3-aryl-ortho-carboranes, including those containing nitrile and ester groups, 3-RC6H4-1,2-C2B10H11 (R = p-Me, p-NMe2, p-OCH2OMe, p-OMe, o-CN, p-CN, o-COOEt, m-COOEt, p-COOEt) was synthesized using this approach. The solid-state structures of 3-RC6H4-1,2-C2B10H11 (R = p-OMe, o-CN, and p-CN) were determined by single crystal X-ray diffraction. The intramolecular hydrogen bonding involving the ortho-substituents of the aryl ring and the CH and BH groups of carborane was discussed.

scholarly journals Copper(II) Anchored on Amine-Functionalized MMT: A Highly Efficient Catalytic System for the One-Pot Synthesis of Bispyrano[2,3-c]pyrazole Derivatives

2021 ◽  
Vol 2021 ◽  
pp. 1-11
Author(s):  
Majid Ahmadzadeh ◽  
Masoud Sadeghi ◽  
Javad Safari
Keyword(s):  
Condensation Reaction ◽  
Significant Loss ◽  
Pyrazole Derivatives ◽  
X Ray Diffraction ◽  
Phenyl Hydrazine ◽  
One Pot ◽  
X Ray ◽  
Amine Functionalized ◽  
The One ◽  
High Yields

In this study, preparation of pyridine-2-carboimine copper complex immobilized on amine-functionalized nanoclay montmorillonite K10 was reported. The products were characterized by Fourier transform infrared spectroscopy (FTIR), X-ray diffraction (XRD), scanning electron microscopy (SEM), energy-dispersive X-ray spectroscopy (EDX), and thermogravimetric analysis (TGA). The catalytic activity of this new nanocatalyst, as a natural, renewable, inexpensive, and heterogeneous catalyst, was very effective for the four-component condensation reaction of hydrazine hydrate (or phenyl hydrazine), malononitrile, β-ketoester, and terephthalaldehyde (or isophthalaldehyde) toward the synthesis of multisubstituted bispyrano[2,3-c]pyrazole derivatives. From the viewpoint of green chemistry, the advantages of this approach are accessibility, simplicity, and high yields synthesis. The catalyst was recycled and reused four times without significant loss of activity.

scholarly journals 6-Hydroxy-2-methylbenzofuran-4-carboxylic Acid

Molbank ◽  
10.3390/m1143 ◽  
2020 ◽  
Vol 2020 (2) ◽  
pp. M1143
Author(s):  
Matteo Mori ◽  
Fiorella Meneghetti ◽  
Laurent R. Chiarelli ◽  
Alessia Diego ◽  
Donatella Nava ◽  
...  
Keyword(s):  
Molecular Structure ◽  
Carboxylic Acid ◽  
Single Crystal ◽  
Propargyl Bromide ◽  
X Ray Diffraction ◽  
One Pot ◽  
X Ray ◽  
Esi Ms ◽  
Nmr Techniques ◽  
Ft Ir

6-Hydroxy-2-methylbenzofuran-4-carboxylic acid was synthesized in two steps, starting from 3,5-dihydroxybenzoate. The product was obtained through a direct thermal one-pot cyclization with propargyl bromide, followed by a base-catalyzed hydrolysis. Its molecular structure was elucidated by means of mono- and bidimensional NMR techniques, ESI-MS, FT-IR and single-crystal X-ray diffraction.

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