Substituted Anilines (substituted + aniline)

Distribution by Scientific Domains


Selected Abstracts


Synthesis of Dihalo-Substituted Analogues of Tröger's Base from ortho - and meta -Substituted Anilines

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, Issue 16 2003
Anna Hansson
Abstract For the first time, ortho - and meta -halo-substituted anilines were successfully condensed with formaldehyde to dihalo-substituted analogues of Tröger's base. By using paraformaldehyde and TFA, yields of 2,85% of these potential supramolecular building blocks were obtained. Even the inconceivable achievement of condensing anilines unsubstituted in para -position to analogues of Tröger's base was successful. Adding our present results to our previous, makes it now possible to synthesize analogues of Tröger's base halo-substituted in almost any desired position in each of its two aromatic rings. In addition the first X-ray structure of a dihalo-substituted analogue of Tröger's base, 3,9-dibromo-4,10-dimethyl-6H,12H -5,11-methanodibenzo[b,f][1,5]diazocine (17), is presented. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003) [source]


Anodic Oxidation and Organocatalysis: Direct Regio- and Stereoselective Access to meta -Substituted Anilines by ,-Arylation of Aldehydes,

ANGEWANDTE CHEMIE, Issue 1 2010

Synthese mit Potenzial: Durch anodische Oxidation und organokatalytische ,-Arylierung von Aldehyden mit elektronenreichen Aren sind meta -substituierte Aniline und Dihydrobenzofurane in guten Ausbeuten und mit hervorragenden Enantioselektivitäten zugänglich (siehe Schema; Pg=Schutzgruppe). Dieses neue Konzept verbindet Organokatalyse und Elektrochemie. [source]


Regioselective Electrophilic Trifluoromethylation of Substituted Anilines and Derivatives in Superacid.

CHEMINFORM, Issue 21 2003
Sebastien Debarge
Abstract For Abstract see ChemInform Abstract in Full Text. [source]


Sequence-Selective Peptide Recognition with Designed Modules

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, Issue 1 2006
Mark Wehner
Abstract A concept for the rational design of sequence-selective peptide receptors has been extended: in addition to recognition modules for polar, aromatic and basic amino acids, the series has now been completed with new receptor units for apolar and acidic amino acids. The underlying strategy uses the intermolecular ,-sheet stabilization of a dipeptide as a prerequisite to bind its N-terminal amino acid side chain through a strategically placed recognition tip at the end of a U-turn protruding from the receptor moiety. Thus, a diaminopyrazole has been covalently attached to Kemp's triacid by way of a cyclic imide, while a meta -substituted aniline was coupled as an amide to the pendant third carboxylate arm, bringing the two aromatic units into a sub-van der Waals distance in a tight conformational lock. NMR titrations, Karplus analyses and Monte-Carlo simulations demonstrate the effective sequence-selective recognition of alanine-containing dipeptides. No example of such a rationally designed set of peptide receptors had existed previously. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006) [source]


Solvent and substituent effects on the reaction of 2- and 4-chloro-3,5-dinitrobenzotrifluorides with substituted anilines

INTERNATIONAL JOURNAL OF CHEMICAL KINETICS, Issue 12 2009
Basim H. M. Asghar
The solvent effect on a nucleophilic substitution reaction of 2- and 4-chloro-3,5-dinitrobenzotrifluoride with substituted anilines was studied in methanol, acetonitrile, and toluene at 25°C. This reaction is of second order, except 2-chloro-3,5-dinitrobenzotrifluoride in toluene shows third order. The kA values are found to be dependent on the substituent in aniline and give good Hammett correlations. The obtained , values are ,4.07 and ,4.62, for the reaction of anilines with 2-chloro-3,5-dinitrobenzotrifluoride in methanol and acetonitrile, respectively. The , values for the reaction of the anilines with 4-chloro-3,5-dinitrobenzotrifluoride are ,3.38, ,4.11, and ,4.34 in methanol, acetonitrile, and toluene, respectively. The reaction of the former compound with anilines in toluene shows a second order in aniline. The dependence of the reaction on the external base such as DABCO suggests a proton transfer controlling step. © 2009 Wiley Periodicals, Inc. Int J Chem Kinet 41: 777,786, 2009 [source]


Studies on the kinetics of imidazolium fluorochromate oxidation of some meta - and para -substituted anilines in nonaqueous media

INTERNATIONAL JOURNAL OF CHEMICAL KINETICS, Issue 3 2006
D. S. Bhuvaneshwari
The imidazolium fluorochromate (IFC) oxidation of meta - and para -substituted anilines, in seven organic solvents, in the presence of p -toluenesulfonic acid (TsOH) is first order in IFC and TsOH and is zero order with respect to substrate. The IFC oxidation of 15 meta - and para -substituted anilines at 299,322 K complies with the isokinetic relationship but not to any of the linear free energy relationships; the isokinetic temperature lies within the experimental range. The specific rate of oxidizing species-anilines reaction (k2) correlates with substituent constants affording negative reaction constants. The rate data failed to correlate with macroscopic solvent parameters such as ,r and ENT. A correlation of rate data with Kamlet,Taft solvatochromic parameters (,, ,, ,*) suggests that the specific solute,solvent interactions play a major role in governing the reactivity, and the observed solvent effects have been explained on the basis of solute,solvent complexation. © 2006 Wiley Periodicals, Inc. Int J Chem Kinet 38: 166,175, 2006 [source]


A kinetic study of the copolymerization of substituted anilines by 1H NMR,

POLYMER INTERNATIONAL, Issue 10 2002
Ida Mav
Abstract We investigated the kinetics of oxidative chemical copolymerization of 2-methoxyaniline (OMA) with the following acidic substituted anilines (ANIAs): 2-aminobenzoic acid, 3-aminobenzoic acid, 2-aminobenzenesulfonic acid and 3-aminobenzenesulfonic acid by monitoring monomer depletion using 1H NMR spectroscopy. In order to characterize kinetically these new copolymerization systems, a semi-empirical kinetic model for copolymerization systems with a large difference in monomer reactivities was used, whereas the monomer reactivity ratios were determined by employing the Kelen,Tüdõs (KT) method. Owing to the much higher reactivity of OMA compared to that of ANIA monomers, the conversion of OMA starts before that of ANIA and both the initiation and propagation rates are higher than those for ANIAs. The ANIA end-conversion is much smaller (from 21 to 31%) than that of OMA (from 75% to 90%). © 2002 Society of Chemical Industry [source]


Benzothiazole Incorporated Barbituric Acid Derivatives: Synthesis and Anticonvulsant Screening

ARCHIV DER PHARMAZIE, Issue 8 2009
Nadeem Siddiqui
Abstract A series of 1-(6-substituted-1,3-benzothiazol-2-yl)-3-(substituted phenyl)hexahydro-2,4,6-pyrimidinetriones 4a,t were synthesized starting from substituted anilines. These compounds contained two active anticonvulsant pharmacophores, benzothiazole and barbituric acid. Structures of the compounds were confirmed on the basis of different spectroscopic techniques. All the compounds were evaluated for their anticonvulsant activity. Three compounds 4c, 4d, and 4s showed promising anticonvulsant activities in Maximal Electroshock Seizure test (MES) and subcutaneous pentylenetetrazole test (scPTZ). They also displayed a wide safety profile when tested for the minimal motor impairment test. [source]