- Azo dyes containing 1,3,4-thiadiazole fragment: Synthesis and properties
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New 1,3,4-thiadiazole derivatives containing a diazenyl group, as well as both a diazenyl and an imino group, were synthesized and their optical and thermal properties were investigated. Initially, new azo compounds containing an azo group directly in the thiadiazole block were obtained by the coupling of diazonium bisulfates based on the previously known 5-derivatives of 2-amino-1,3,4-thiadiazoles with N,N-dialkyl anilines (N(n-Bu)2, NEt2, and NEt(EtOH)). Schiff bases were obtained by the interaction of p-toluidine, p-phenylenediamine and p-aminophenol with azo compounds containing an aldehyde group in the 1,3,4-thiadiazole ring. The new dyes were characterized by spectral (IR, UV, 1H NMR, 13C NMR and mass spectra) and X-ray analyses. This journal is
- Amosov, Evgeny,Bagryanskaya, Irina,Karpova, Elena,Selivanova, Galina,Shundrina, Inna,Skolyapova, Alexandrina,Wang, Jiaying
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supporting information
p. 1929 - 1942
(2022/01/31)
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- Regiospecific N-Arylation of Aliphatic Amines under Mild and Metal-Free Reaction Conditions
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A transition metal-free N-arylation of primary and secondary amines with diaryliodonium salts is presented. Both acyclic and cyclic amines are well tolerated, providing a large set of N-alkyl anilines. The methodology is unprecedented among metal-free methods in terms of amine scope, the ability to transfer both electron-withdrawing and electron-donating aryl groups, and efficient use of resources, as excess substrate or reagents are not required.
- Purkait, Nibadita,Kervefors, Gabriella,Linde, Erika,Olofsson, Berit
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supporting information
p. 11427 - 11431
(2018/08/28)
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- A palladium nanoparticle-catalyzed aryl-amine coupling reaction: High performance of aryl and pyridyl chlorides as the coupling partner
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Carbon nitride (CN)-supported nanosized palladium particles, Pd-CN, have been found to be an active catalyst system for the amination of aryl and pyridyl chloride moieties in the presence of dialkyl amine under mild reaction conditions. The recyclability study of the reaction shows the stable performance of the catalyst without a significant loss of catalytic activity for a couple of cycles.
- Nandi, Debkumar,Islam, Rafique Ul,Devi, Nishu,Siwal, Samarjeet,Mallick, Kaushik
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supporting information
p. 812 - 816
(2018/02/06)
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- TETRALINE DERIVATIVES AS GHRELIN RECEPTOR MODULATORS
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The present invention is related to compounds of formula (I), or a therapeutically suitable salt or prodrug thereof, the preparation of the compounds, compositions containing the compounds and the use of the compounds in the prevention or treatment of disorders regulated by ghrelin including anorexia, cancer cachexia, eating disorders, age-related decline in body composition, weight gain, obesity, and diabetes mellitus.
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- Aminoalkyl-substituted aromatic bicyclic compounds, methods for their preparation and their use as pharmaceuticals
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The present invention relates to aminoalkyl-substituted aromatic bicyclic compounds of formula I, which are valuable pharmaceutically active compounds that are suitable, for example, for the treatment of obesity, type II diabetes, arteriosclerosis, high blood pressure, paresthesia, depression, anxiety, anxiety neuroses, schizophrenia, disorders associated with the circadian rhythm, and drug abuse, as well as normalizing lipid metabolism.
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- Unparalleled rates for the activation of aryl chlorides and bromides: Coupling with amines and boronic acids in minutes at room temperature
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Exceptionally fast oxidative addition of an aryl chloride (or a deactivated aryl bromide) to the active Pd0 center, which is ligated by sterically demanding phosphanes, occurs during coupling reactions catalyzed by air-stable Pd1 dimers as shown in the scheme. As a result, the reactions of aryl chlorides and bromides with amines and boronic acids at room temperature are complete within a few minutes. 1-Ad = 1-adamantyl.
- Stambuli, James P.,Kuwano, Ryoichi,Hartwig, John F.
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p. 4746 - 4748
(2007/10/03)
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- Aqueous hydroxide as a base for palladium-catalyzed amination of aryl chlorides and bromides
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The amination of aryl halides in the presence of inexpensive and air-stable alkali metal hydroxide bases and Pd[P(t-Bu)3]2 as catalyst gave arylamines in high yields. The reactions were conducted with a catalytic amount of cetyltrimethylammonium bromide as phase-transfer agent and either aqueous hydroxide or solid hydroxide in the presence of water. This combination of alkali metal hydroxide base, H2O, and the ammonium salt performed as well as NaO-t-Bu in the amination of p-chlorotoluene with dibutylamine. Hydroxide base was suitable for reactions of a wide range of aryl chlorides and bromides with aliphatic and aromatic amines. Some functional groups that were intolerant of tert-butoxide base, such as esters, enolizable ketones, nitriles, and nitro groups, were tolerated by the combination of hydroxide base, H2O, and cetyltrimethylammonium bromide in toluene solvent.
- Kuwano, Ryoichi,Utsunomiya, Masaru,Hartwig, John F.
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p. 6479 - 6486
(2007/10/03)
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- Aromatic Nucleophilic Substitution of Halobenzenes with Amines under High Pressure
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The nucleophilic substitution reactions of aromatic halides having electron-attracting groups on ortho or para position with various primary and secondary amines were accelerated by high pressure to give the corresponding N-substituted anilines in high yields.The bulkiness of amines affects its reactivity to lower the yields of the products.Although the secondary amines are usually less reactive than primary amines, cyclic secondary amines such as morpholine, piperidine, and pyrrolidine were found very reactive. 1,4-Diazabicyclooctane and quinuclidine gave N-quarternary ammonium halides in high yields in contrast to the low reactivity of acyclic tertiary amines.Dichloro- and trichloro-nitrobenzenes also react with diethylamine, pyrrolidine, and morpholine to give mono-, di-, and trisubstitution products depending upon the amount of amine and the position of nitro group in these chlorides.
- Ibata, Toshikazu,Isogami, Yasushi,Toyoda, Jiro
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- Nucleophilic Substitution of Aromatic Halides with Amines under High Pressure
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The reaction of aromatic chlorides, bromides and iodides with various primary or secondary amines in a tetrahydrofuran solution under high pressure of 6-12 kbar gave the corresponding secondary and tertiary aromatic amines. 1,4-Diazabicyclooctane and quinuclidine gave N-aryl quaternary ammonium halides in high yields in contrast to the low reactivity of acyclic tertiary amines.
- Ibata, Toshikazu,Isogami, Yasushi,Toyoda, Jiro
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p. 1187 - 1190
(2007/10/02)
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- Amide Ion Formation and N-Alkylation of Aminoanthraquinones in the presence of Potassium Hydroxide in Dimethyl Sulfoxide
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Amide ions were formed by the deprotonation of the amino group of amino group of amino- and (monoalkylamino)anthroquinones in the presence of powdered potassium hydroxide in dimethyl sulfoxide (DMSO).Under a nitrogen atmosphere these amide ions changed to their radical anions.The amide ions of 1-aminoanthroquinones reacted with excess alkyl halides to yield 1-alkylaminoanthraquinones, while the N-alkylation of 2-aminoanthraquinones afforded 2-alkylaminoanthraquinones in good yields. 2-Aminobenzophenone underwent mono-N-alkylation, while 4-aminoazobenzene and p-nitroaniline underwent di-N-alkylation.It was also found that carbanion of DMSO easily attacked the carbonyl group of the (dialkylamino)anthraquinones.
- Arai, Sadao,Kato, Seijiro,Hida, Mitsuhiko
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p. 1458 - 1463
(2007/10/02)
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