Anhydrous Aluminum Chloride Research Articles

Studies of the selective O-alkylation and dealkylation of flavonoids. 13. An improved method for synthesizing 5,6,7-trihydroxyflavones from 6-hydroxy-5,7-dimethoxyflavones

The demethylation of five 6-hydroxy-5,7-dimethoryflavones 1 and their acetates with 3O% w/v anhydrous aluminum chloride in acetonitrile was studied, and the following results were found. In the demethylation of 6-hydroxy-4',5,7-trimethoxyflavone (1a), 5,6-dihydroxy-4',7-dimethoxyflavone (2a) and 5,6,7-trihydroxy-4'-methoxyflavone (3a) were produced. Although the ratio of the two products varied according to the amount of aluminum chloride used, it became constant after 12-24 h because the cleavage of the 7-methoxy group in 2a was suppressed by iminoesterification of the 6-hydroxy group

ChemInform Abstract: Reactions of 2‐Benzyl‐5‐phenylisoxazolidine‐3‐thiones with Aromatics in the Presence of Anhydrous Aluminum Chloride: Synthesis of 3‐Aryl‐N‐ benzyl‐3‐phenylpropanothiohydroxamic Acids.

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Synthesis and biological activity of polyketones

AbstractPolyketones have been prepared by reacting benzene, chloroacetyl chloride, 1,2‐dichloroethane and dichloromethane using anhydrous aluminium chloride as catalyst and nitrobenzene as solvent. Polyketones were characterized by IR which showed the presence of carbonyl and chlorine groups in the resins. Thermal analysis showed the remarkable thermal stability of the resins. All the polyketones were tested for their biological activity against P.fluorescens, B. subtilis, A. niger and T. viride. The results show that most of the polyketones can be used as antibacterial and antifungal agents.

Synthesis and Biological Activity of Polyketone Resins. Part I: Systems Based on Toluene with Carbon Disulphide as Solvent

Polyketone resins have been synthesized by reacting toluene, chloroacezyl chloride, 1,2-dichloroethane and dichloromethane using anhydrous aluminium chloride as catalyst. The polyketones thus obtained were characterized by IR analyses and number average molecular weight by vapour pressure osmometry. The thermal properties were studied by thermogravimetry and differential scanning calorimetry. All the polyketone resins were tested for their biological activity against bacteria and fungi. The results show that the growth of the tested organisms can be controlled by the polyketones.

Synthesis and Biological Activity of Polyketone Resins. Part II: Systems Based on o-xylene with Carbon Disulphide as Solvent

Friedel-Crafts resins have been prepared by reactidg o-xylene, chloroacetyl chloride, 1,2-dichloroethane and dichloromethane using anhydrous aluminium chloride as catalyst and carbon disulphide as solvent. Polymers were characterized with IR and showed the presence of carbonyl and chlorine in the polymer backbone. Thermal analysis indicated good thermal stability of the resins. Microbial study indicated the ability of the resins to inhibit the growth of microorganisms.

Preparation of Arylsulfone Derivative of Polystyrene with P-Toluene Sulfonyl Chloride

Abstract The arylsulfone derivative of polystyrene was prepared by p-toluene sulfonyl chloride in the presence of anhydrous aluminum chloride in methylene chloride at three different temperatures. The sulfonated polystyrenes were characterized by IR spectrophotometer, 1H-NMR spectrometer and sulfur analyzer. Activation energy of the sulfonation reaction was found to be 38,0 kj mol−1 and 36,5 kj mol−1 from the results of HCl and sulfur determinations, respectively. Solubility parameters and densities of some sulfonated polystyrenes were also determinated.

Synthesis and Biological Activity of Polyketone Resins. Part III: Systems Based on Toluene with Nitrobenzene as Solvent

Polymers were prepared by condensing chloroacetyl chloride/l,2-dichloroethane/dichloromethane with toluene in the presence of anhydrous aluminium chloride in nitrobenzene. The polymer samples were characterized by an IR spectral study, measurement of their number average molecular weight by vapour pressure osmometry, thermnogravimetric analysis and differential scanning calorimetry. All the polymers were tested for their biological activity against bacteria and fungi. The results show that the growth of the organisms tested can be controlled to some extent by the polycondensates.

Reactions of 2-Benzyl-5-phenylisoxazolidine-3-thiones with Aromatics in the Presence of Anhydrous Aluminum Chloride: Synthesis of 3-Aryl-N-benzyl-3-phenylpropanothiohydroxamic Acids

2-Benzyl- and 2-(2-chlorobenzyl)-5-phenylisoxazolidine-3-thiones 1 and 2-benzyl-5-phenylisoxazolidin-3-one 2 react with aromatics such as toluene, biphenyl, p-xylene, and chlorobenzene in the presence of anhydrous aluminum chloride, in dichloromethane at room temperature to give 3-aryl-N-benzyl-3-phenylpropanothiohydroxamic acids and 3-aryl-N-benzyl-3-phenylpropanohydroxamic acids in good yields.

Synthesis of 2-Aryl-1,2,4-triazolo[1,5-a]Pyrimidines

Abstract N-2-Pyrimidylarylamidines (2) obtained by the reaction of 2-aminopyrimidines (1) with aryl cyanides in the presence of anhydrous aluminium chloride have been converted into 2-aryl-1,2,4-triazolo[1,5-a] pyrimidines (4) by oxidative cyclisation in the presence of lead tetraacetate.

Synthesis and biological activities of novel 5-(2-acylethynyl)uracils

5-(2-Acylethynyl)-2,4-dimethoxypyrimidines (3-6) were synthesized in excellent yields from 2,4-dimethoxy-5-[2-(trimethylsilyl)ethynyl]pyrimidine (2) by treatment with acid chlorides in the presence of anhydrous aluminum chloride. Compounds 3-6 were deblocked with chlorotrimethylsilane and sodium iodide in acetonitrile to the corresponding 5-[(2-acyl-1-iodo)vinyl]uracils (7-10), which on treatment with potassium hydroxide in dioxane yielded the corresponding 5-(2-acylethynyl)uracils (11-14). The 5-(2-acylethynyl)uracils were found to be active against Ehrlich ascites carcinoma (EAC) cells in vivo, the most active compounds being 5-(2-benzoylethynyl)uracil (11) and 5-(2-p-toluoylethynyl)uracil (12). The T/C values of 281 and 300 were obtained for compounds 11 and 12, respectively, in the case of mice bearing EAC cells. The 5-(2-acylethynyl)uracils have also shown in vitro activity against CCRF-CEM and L1210/0 tumor cell lines. The lead compound 5-(2-p-toluoylethynyl)uracil effectively inhibited thymidylate synthetase.

Reissert Compound Studies. LXI. Preparation and Reactions of Quinazoline Di‐Reissert Compounds

AbstractVarious di‐Reissert compounds and analogs were prepared from quinazoline by use of trimethylsilyl cyanide together with a catalytic amount of anhydrous aluminum chloride. Reactions of these quinazoline di‐Reissert compounds are reported.

Evaluation of thermodynamic data for aluminum chloride hexahydrate and its dehydration

Thermodynamic data for aluminum chloride hexahydrate was evaluated from existing low temperature data and extrapolated for use at higher temperatures. Free energy minimization calculations were then used to study possible chemical systems for dehydration of aluminum chloride hexahydrate in attempts to find an efficient method for making electrochemical grade anhydrous aluminum chloride.

ChemInform Abstract: One‐Pot Syntheses of Methyl p‐ and o‐Hydroxydithiobenzoates from Phenol Ethers.

AbstractThe p‐hydroxydithiobenzoates (IV) are prepared in a one‐pot process from the anisoles (I) by treatment with methyl iodide (III) and anhydrous aluminum chloride in carbon disulfide (II).

ChemInform Abstract: Amino Ketone and Oxazole Synthesis. Part 11. Extension of the Synthesis of Thiazoles from 2‐Aza‐1,4‐diketones or via Electrophilic Substitution of Arenes with 2‐Thiazolin‐5‐ones (Thioazlactones).

AbstractReaction of the arenes (II) with the 2‐thiazolin‐5‐one (I) in the presence of anhydrous aluminum chloride yields directly the thiazoles (III).

ChemInform Abstract: Hydrogenolysis of Diaryl and Aryl Alkyl Ketones and Carbinols by Sodium Borohydride and Anhydrous Aluminum(III) Chloride.

ChemInform Abstract: Hydrogenolysis of Diaryl and Aryl Alkyl Ketones and Carbinols by Sodium Borohydride and Anhydrous Aluminum(III) Chloride.

ChemInform Abstract: Studies on the Hydroalkylation of Benzene and Methylbenzenes in the Presence of a Combination Catalyst of Pd‐Al2O3 and NaCl‐AlCl3.

The mechanism of the hydroalkylation of benzene and methylbenzenes to cyclohexylbenzenes was studied in the presence of a palladium-fused salt (NaCl-AlCl3) catalyst under hydrogen pressure. The activities of the hydrogenation catalyst and the alkylation catalyst were each estimated kinetically. The activity of the fused salt was compared with that of anhydrous aluminum chloride for the alkylation of aromatic compounds. The rate constants and Arrhenius parameters of the hydrogenation on palladium and the alkylation on the fused salt supported the presence of the cyclohexyl cation as an intermediate species in the hydroalkylation.

Chemical modification of polystyrene. VII. Optimization of reaction conditions for the synthesis of polystyrene pyromellitic dianhydride condensate

Cross-linked, isoporous polystyrene was prepared by crosslinking of polystyrene with pyromellitic dianhydride using Friedel-Crafts acylation reaction. The catalyst and solvent used were anhydrous aluminium chloride and nitrobenzene, respectively. Reaction temperatures varied from 40 to 100°C and reaction times were between 30 min to 40 h. The optimum reaction condition for the production of the cross-linked polystyrene was established.

Experimental evidence for AcO-7 neighboring group participation

The reaction of diol diacetates with anhydrous aluminium chloride at ca 100° leads to displacement of only one of the acetoxy groups by chlorine. An oxygen-18 label study has shown that these displacements take place via acetoxonium intermediates and has provided direct evidence for the intervention of a seven-membered ring acetoxonium ion in the displacement of acetate by chlorine in 1,4-butanediol diacetate.

Hydrogenolysis of Diaryl and Aryl Alkyl Ketones and Carbinols by Sodium Borohydride and Anhydrous Aluminum(III) Chloride

Hydrogenolysis of Diaryl and Aryl Alkyl Ketones and Carbinols by Sodium Borohydride and Anhydrous Aluminum(III) Chloride

Polymerization Of Cinnamic

Aluminum salts of cinnamic acid and p-mcthyl cinnamic acid have been polymerized in chloroform in presence of anhydrous aluminum chloride to yield some characterisable oligomers and insoluble higlı polimcr.