Preparation and Fungitoxicity of Some Trichloro-, Tribromo-, Tetrachloro-, and Tetrabromo-8-Quinolinols

Summary.  3,5,6-, 3,5,7-, 4,5,7-, and 5,6,7-trichloro- and -tribromo-8-quinolinols as well as 3,5,6,7-tetrachloro- and -tetrabromo-8-quinolinols were prepared and tested against six fungi (Aspergillus niger, Aspergillus oryzae, Myrothecium verrucaria, Trichoderma viride, Mucor cirinelloides, and Trichophyton mentagrophytes) in Sabouraud dextrose broth. The compounds strongly inhibit five fungi but not M. cirinelloides. They are less active than the related dichloro-8-quinolinols which is attributed to steric hindrance. Received April 3, 2001. Accepted April 10, 2001     

Preparation and Fungitoxicity of Some Dibromo-8-quinolinols

Summary.  2,5-, 3,5-, 3,6-, 3,7-, 4,5-, 5,6-, 5,7-, and 6,7-dibromo-8-quinolinols were prepared and tested against six fungi (Aspergillus niger, Aspergillus oryzae, Myrothecium verrucaria, Trichoderma viride, Mucor cirinelloides, and Trichophyton mentagrophytes) in Sabouraud dextrose broth. Most of the compounds were strongly antifungal, inhibiting five of the fungi below 1μg/cm³, but were somewhat less fungitoxic than the corresponding chloro analogues. M. cirinelloides was not inhibited by any of the compounds except 4,5-dibromo-8-quinolinol. This high level of fungitoxicity is attributed to intramolecular synergism. Received December 28, 2000. Accepted (revised) February 3, 2001     

Synthesis,Structures, and Fungitoxicity of Novel Organophosphorus Compounds

Abstract

A series of biologically active organophosphorus compounds have been synthesized by the reactions of O,O-diethylchlorophosphate with Schiff bases derived from 5-(phenyl/substituted phenyl)-2-hydrazino-1,3,4-oxadiazole and salicylaldehyde/2-hydroxyacetophenone. The compounds have been characterized on the basis of analyses and spectral (IR, ¹H, ¹³C NMR) data. Fungicidal activities of these derivatives against Colletotrichum falcatum, Fusarium oxysporum, and Curvularia pallescence have been evaluated. All compounds showed moderate to significant antifungal activity.     

Some Novel Quinone-Type Compounds Containing Arylseleno Groups Derived from Tetrachloro-1, 4-Benzoquinone and 2, 3-Dichloro-1, 4-Naphthoquinone

Tetrachloro-1, 2-benzoquinone and 2, 3-dichloro-1, 4-naphthoquinone react with a series of aryl and alkyl selenolate, generated either by the reaction of Grignard reagents and selenium powder or by the reduction of diselenides with NaBH₄, to give 3, 6-diarylseleno-2, 5-dichloro-1, 4-benzoquinones 3 and 2, 3-diarylseleno-1, 4-naphthoquinones 4 in good yields.     

Oxidation of Thioamides to Amides with Tetrachloro- and Tetrabromoglycolurils

Russian Journal of Organic Chemistry - Tetrabromo- and tetrachloroglycolurils have been shown to act as good oxidants capable of converting thioamides to the corresponding amides. This approach...     

Trichloro- and methyldichlorogermyl monochelates and dibromo- and dichlorogermyl bischelates derived from N,N-disubstituted amides of 2-hydroxycarboxylic acids

The reactions of GeCl₄, GeBr₄, and MeGeCl₃ with O-trimethylsilyl derivatives of N,N-disubstituted amides of 2-hydroxycarboxylic acids afforded pentacoordinate and hexacoordinate neutral (O,O)-mono- and (O,O)-bischelates. The reactions of glycolic acid derivatives with GeX₄ produced bischelates X₂Ge[OCH₂C(O)NR²R³]₂ 7a,c,d (X = Cl, R² = R³ = Me (a), (CH₂)₅ (c), (CH₂CH₂)₂O (d)) and 8a (X = Br). By contrast, the reactions of lactic and mandelic acid derivatives with GeCl₄ and MeGeCl₃ gave monochelates Cl₃Ge[OCH(R¹)C(O)NR²R³] (S)-9a–c (R¹ = Me) and Cl₂MeGe[OCH(R¹)C(O)NR²R³] 10a (R¹ = H), (S)-11a,b (R¹ = Me), and (S)-12a (R¹ = Ph) (R²R³ = (CH₂)₄ (b)), respectively. According to the X-ray diffraction data, the Ge atom in bischelates 7c,d and 8a has a coordination number 6, and its coordination polyhedron can be described as a slightly distorted octahedron. In monochelates (S)-9a-c, 10a, (S)-11a,b, and (S)-12a, the Ge atom has a coordination number 5, and its coordination polyhedron can be described as a trigonal bipyramid with two halogen atoms or one halogen atom and one ethereal oxygen atom in equatorial positions and the halogen atom and the amide oxygen atom in the axial positions. The bonds in the axial positions are somewhat longer than the corresponding bonds in tetracoordinate Ge compounds.     

Preparation,Surface, and Biological Activities of Some Novel Metallosurfactants

A series of novel metallosurfactants (III_a-d) was prepared and evaluated as surface active agents. The synthesis was carried out through two steps: the first was the reaction of fatty acids (I_a-d) (lauric, palmitic, myristic and steric acid) with morpholine (tetrahydro-1,4-oxazine) to give morpholin-4-yl-alkan-1-one (II_a-d), respectively. The second step is reaction of product of the first step (compounds II_a-d) with Fe (III) to give (III_a-d) metallosurfactants. The chemical structures of the prepared compounds were elucidated with elemental analysis, FTIR and ¹H NMR spectroscopic tools. The surface properties of the prepared metallosurfactants were determined at different temperature 25, 35, and 45°C. The surface tension (γ), critical micelle concentration (CMC), surface tension at CMC (γ_cmc), effectiveness (π_cmc), efficiency (Pc_2o), maximum surface excess (Γ_max), and minimum surface area (A_min) were determined. Thermodynamic data including, free energy, entropy and enthalpy changes (ΔG, ΔS, ΔH) for adsorption at the air–water interface and also for micellization in the bulk of surfactant solutions were calculated. The antimicrobial activity of the prepared compounds was determined via the inhibition zone diameter technique against Gram-positive, Gram-negative bacteria, and some fungal strains as mold and yeast. The results indicate that the prepared ferrosurfactants have a good surface properties and biological activities against the tested microorganism.     

The Synthesis of Some 1, 8-Phenanthrolines and Related Compounds

The synthesis of ethyl 4-oxo-1, 4-dihydro-1, 8-phenanthroline-3-carboxylate (2a) and some other 1, 8-phenanthrolines is reported. The ethylation of the above ester yields a thermochromic product 2b and some ethyl 4-ethoxy-1, 8-phenanthroline-3-carboxylate (3b). Reexamination of similar ethylations of analogous esters derived from 1, 7-phenanthroline and 1, 10-phenanthroline indicated formation of the O-ethyl derivative of the former and the N-ethyl derivative of the latter.     

Preparation of 8-alkylaminoquinolines from 8-chloroquinolines

The chlorine of 8-chloroquinoline undergoes a metathetical reaction with methylamine or ethylamine in aqueous solution under pressure in the presence of cuprous chloride, to give 8-methylaminoquinoline and 8-ethylaminoquinoline. The preparation of 8-aminoquinoline from 8-chloroauinoline is confirmed.     

新型四硫富瓦烯-杯芳烃衍生物的合成及与四氯苯醌的分子间电子转移

设计合成了两个新型醚键连接的四硫富瓦烯-杯芳烃衍生物4a和4b,并对其进行了核磁、质谱、红外等结构表征.循环伏安法研究表明化合物4a和4b均呈两电子的可逆氧化还原行为.同时,利用紫外-可见光谱研究了金属离子(Na+, K+, Ba2+)对化合物4a和4b作为电子供体分别和电子接受体四氯苯醌分子间电子转移的影响.     

Properties of Triplet Tetrachloro-4-pyridylnitrene Isolated in Inert Matrices

Photolysis of 4-azidotetrachloropyridine isolated in inert matrices at low temperatures leads to formation of triplet tetrachloro-4-pyridylnitrene as the sole product of the photochemical reaction. In the EPR spectrum, this nitrene gives an intense signal and is characterized by zero-field splitting parameters. The UV spectrum of nitrene in solid argon contains a series of high-intensity and medium-intensity absorption bands. The IR spectrum in solid argon agrees well with nonempirical and semiempirical calculations. On exposure to light, nitrene easily reacts with molecular carbon(II) oxide, forming the corresponding isocyanate. Irradiation with light does not result in formation of bicyclic azirine, but initiates the reverse reaction of fixation by nitrene of the molecular nitrogen contained in the solid argon, leading to the starting azide.     

Preparation and Property of Some Azidosilanes

Five organoazidosilanes have been synthesized by treating organo-chlorosilanes with sodium azide in tetrahydrofuran. Structure of these compounds have been proved and some physical properties have also been observed.     

Preparation and Study of Some Copolyesters

Terephthalate unsaturated copolyesters with ethylene glycol and 2-butene-1,4-diol, with ethylene glycol and 2-butyne-1,4-diol, with ethylene glycol and diethylene glycol, and with 2-butyne-1,4-diol were synthesized by trans-esterification reactions. Proton nuclear magnetic resonance spectroscopy was used to elucidate the structures of the copolyesters. The intrinsic viscosities of the copolyesters were measured in o-chlorophenol at 30°C. The number-average molecular weights of these copolyesters were determined by using a vapor pressure osmometer. The thermal behaviors of the copolyesters were studied by differential thermal analysis and are discussed in terms of structural differences.     

一些晶态层状有机-无机混合磷酸锆的制备、表征和层间距分析

酸氢锆和有机磷酸锆是一类具有层状结构的多功能材料 ,具有较高的热稳定性和较好的耐酸碱性能 ,可用作离子交换剂、催化剂及催化剂载体、吸附剂和色谱填充剂等 [1,2]。典型的α-磷酸氢锆具有数十至数百 m2· g-1的比表面 [3]。且无论是晶态、半晶态或是非晶态 ,所有有机基团均位于其表面或层间面上 ,这一优点可以充分发挥活性基团的配位作用。利用有机合成化学的丰富多样性 ,合成含有不同种类有机活性基团的有机膦酸 ,从而将不同种类的有机活性基团引入有机-无机混合磷酸锆层状结构材料 [4～ 6]。这些膦酸盐的另一优点是有机基团的含量比是…     

一些层状纳米复合材料的制备和应用

无机层状化合物因其层间离子的可交换性而受到人们广泛的关注,通过功能性客体分子的插层,所得层状纳米复合材料具有独特的物理与化学性质,在催化、医药、电化学和生物传感、离子交换和吸附以及光学等方面具有广泛而重要的应用,已成为当前材料研究领域中的前沿和热点。本文主要综述了近年来有关层状纳米复合材料的制备和应用的最新研究进展。     

Preparation of 1-aminomethylenemercapto derivatives of 2, 4, 6, 8-tetrathiaadamantane and adamantane

1-Aminomethylenemercapto derivatives of 3, 5, 7, 9, 9-pentamethyl-2, 4, 6, 8-tetrathiaadamantane and adamantane were obtained by aminomethylation of 3, 5, 7, 9, 9-pentamethyl-2, 4, 6, 8-tetrathiaadamantane-l-thiol and adamantane-1-thiol.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 658–660, May, 1976.