New Fluorescent 2- Ortho -( Meta - and Para -) Chloro-(and Bromo-) Benzylthio- N -Phenylcytosines and 6-Methylcytosines

Twelve new fluorescent ortho -, meta -, and para -, chloro-(bromo-) substituted derivatives of 2-benzylthio- N -phenylcytosines and 6-methylcytosines have been prepared. EI induced mass spectral fragmentation of these compounds was investigated. Fragmentation pathways are proposed on the basis of accurate mass and metastable transitions measurements. Correlation between the intensities of the M +. and the selected fragment ions of these compounds is discussed. The data obtained permit a distinction of the isomers. The 1 H and 13 C NMR spectra of these compounds were assigned unambiguously using a combination of heternuclear (HETCOR) spectra and the chemical shifts. The data derived from these spectra can be used to differentiate the isomers.     

Studies on the Syntheses and Biological Activities of 3-Aryl-6-(1,1'-biphenyl-4-yl)-7H-1,2,4-triazolo[3,4-b][1,3,4]thiadiazines

IntroductionAmongst various heterocycles 3 ,6 -disubstituted- 7H- 1 ,2 ,4- triazolo[3 ,4- b][1 ,3 ,4]thiadiazines have received considerable attentionduring the lasttwo decades as potentially biologicalactive agents[1,2 ] . A literature survey indicated thatthis kind of N - bridged heterocycles displayed awide spectrum of biological properties,such asantimicrobial[3] ,antibacterial,antifungal[4 ] ,antiinflammatory[5] ,diuretic[6 ] ,anthelmintic,andanalgesic[7] . They can also be used as the p…     

Spectroscopic characterization of the 1-substituted 3,3-diphenyl-4-(2'-hydroxyphenyl)azetidin-2-ones: application of (13)C NMR, (1)H-(13)C COSY NMR and mass spectroscopy

The article deals with spectroscopic characterization of azetidin-2-ones. The presence of substituents like hydroxyl, fluoro, methoxy and benzhydryl, etc., on the azetidin-2-one ring significantly affects the IR absorption and (13)C NMR frequencies of the carbonyl group present in these compounds. The presence of an ester carbonyl group or too many methine protons in the molecule has been observed to limit the scope of IR and (1)H NMR spectroscopy in unambiguous assignment of the structure. The application of (13)C NMR, 2D NMR ((1)H-(13)C COSY) and mass spectroscopy in characterization of complex azetidin-2-ones is discussed. An application of the latter two techniques is described in deciding unequivocally between an azetidin-2-one ring and chroman-2-one ring structure for the product obtained by treatment of the 1-substituted 3,3-diphenyl-4-[2'-(O-diphenylacyl)hydroxyphenyl]-2-azetidinones with ethanolic sodium hydroxide at room temperature.     

Novel 4-Aryl-2-amino-6-(naphthalene-1-yl)-3-cyanopyridine Derivates as Potential Organic Fluorescent Materials Prepared Under Microwave Irradiation via Three-Component Domino Reactions

A green and efficient method for direct preparation of 3-cyanopyridine from aromatic aldehydes is reported. A series of novel 4-aryl-2-amino-6-(naphthalene-1-yl)-3-cyanopyridine derivates were successfully prepared by one-pot synthesis of three-component domino reactions including aromatic aldehydes, 1-acetylnaphthalene, and dicyanomethane in the presence of ammonium acetate in a solution of ethanol under microwave irradiation. This synthetic method for these compounds possesses many advantages including greater yield and shorter reaction times compared with traditional methods. The structures of these compounds were confirmed by means of high-resolution mass spectrometry, ¹H NMR, ¹³C NMR, and infrared. Moreover, the results of their fluorescent spectra showed that these compounds have good fluorescence intensity excited by the visible light wavelength of 416 nm.     

Synthesis and evaluation of in vitro antibacterial activity of novel 2,5-disubstituted-1,3,4-thiadiazoles from fatty acids

A series of new 1-(alkenoyl/hydroxyalkenoyl)-4-benzoyl-thiosemicarbazides 2a-d and 2-benzamide-5-alkenyl/hydroxyalk-enyl-1,3,4-thiadiazoles 3a-d were synthesized from fatty acid hydrazides. Structure of all these compounds was confirmed by IR, 1H NMR, 13C NMR, mass spectra and elemental analysis. The bioassay results indicate that some compounds 2,c, 2d, 3c and 3d have good antibacterial activity.     

3－苄基－6－（1－氨基烃基）－1，2，4－三唑并[3,4-b]-1,3,4-噻二唑的合成与波谱表征

3－苄基－4－氨基－5－巯基－1，2，4－三唑与氨基酸在三氯氧磷存在下反应 ，合成3－苄基－6－（1－氨基烃基）－1，2，4－三唑并[3,4-b]－1，3，4－噻二 唑，其结构经元素分析、红外光谱、核磁共振氢谱、碳谱、质谱等确证。这是稠杂 环接氨基酸残基的首次报道。     

新型2-芳氨基嘧啶衍生物的合成

通过间羟基苯硼酸与2,4-二氯嘧啶的Suzuki反应及其后酚羟基的烷基化得到4-芳基-2-氯嘧啶衍生物. 然后, 采用Pd(PPh3)4/dppf催化剂, 在温和的条件下实现了4-芳基-2-氯嘧啶类化合物和芳香胺的偶联. 合成了3个结构新颖的2-芳氨基嘧啶类化合物. 中间体及产物的结构均经由IR, 1H NMR, 13C NMR, MS和元素分析表征而予以证实.     

Heteroannulated Quinazoline and Quinazolinone Derivatives from (Z)-2-[1-Benzamido-2-(3,4,5-trimethoxyphenyl)]vinyl-3,1-benzoxazin-4(3H)-one

The title compound 1 was prepared and allowed to react with a series of nitrogen nucleophiles to afford the quinazoline and quinazolinone derivatives 2–12 and tetrazole derivative 13. The IR, ¹H NMR, ¹³C NMR, and mass spectra of all the synthesized compounds were discussed.     

芳醛-[5-(3,4,5-三甲氧基苯基)-1,3,4-噻二唑-2-巯基]-乙酰腙衍生物的合成及生物活性研究

采用活性基团拼接法, 以2-巯基-5-(3,4,5-三甲氧基苯基)-1,3,4-噻二唑为原料, 经硫醚化、肼解、腙化反应合成了8个芳醛-[5-(3,4,5-三甲氧基苯基)-1,3,4-噻二唑-2-巯基]-乙酰腙衍生物, 并经过元素分析, IR, ¹H NMR, ¹³C NMR对其结构进行了确认. 初步生物活性测试表明, 部分化合物具有一定的抑菌生物活性.     

One-pot multi-component synthesis of novel ethyl-2-(3-((2-(4-(4-aryl)thiazol-2-yl)hydrazono)methyl)-4-hydroxy/isobutoxyphenyl)-4-methylthiazole-5-carboxylate derivatives and evaluation of their in vitro antimicrobial activity

A novel series of ethyl-2-(3-((2-(4-(4-aryl)thiazol-2-yl)hydrazono)methyl)-4-hydroxy/isobutoxyphenyl)-4-methylthiazole-5-carboxylate derivatives ( 4a-f and 5a-f ) were synthesized by employing one-pot multi-component approach involving ethyl 2-(3-formyl-4-oxy/isobutoxyphenyl)-4-methylthiazole-5-carboxylate, thiosemicarbazide and various phenacyl bromides/3-(2-bromoacetyl)-2H-chromen-2-one/2-(2-bromoacetyl)-3H-benzo[f]chromen-3-onein ethanol in the presence of catalytic amount of acetic acid. The structures of all the synthesized compounds were confirmed with spectral analysis, ie, IR, 1H NMR, 13C NMR and mass spectrometry, and all the compounds were screened for their in vitro antimicrobial activity.     

Synthesis of 2-Amino-4-(2-hydroxynaphthyl)-4H-chromene-3-carbonitriles by Michael Addition and Their Transformation into New Pentacyclic Compounds

2-Amino-4-(2-hydroxynaphthyl)-4H-chromene-3-carbonitriles were synthesized by Michael addition of various 3-cyanoiminocoumarins and β-naphthol in good yield. The heterocyclization of these materials in an acidic medium leads new heterocyclic compounds, which have not previously been described, in moderate to good yields and good selectivity. The synthesized compounds were characterized by infrared, ¹H NMR, ¹³C NMR, two-dimensional NMR, and elemental analysis.     

Non-symmetrically (1,2,4- and 1,3,4-)oxadiazole homologous: synthesis,characterisation and study the effect of different substituents on their mesophase behaviours

We have previously demonstrated that the type of oxadiazole isomers is relatively affected on showing the liquid crystalline properties of the compounds that have the same chemical compositions. In this paper, we presented the synthesis and mesomorphic behaviour of related compounds that possess ester linkage with different substituted groups on para of the phenyl to six derivatives containing 1,3,4-oxadiazole and like another six containing 1,2,4-oxadiazole rings. The formation of these compounds was evidenced by FTIR, ¹H NMR, ¹³C NMR, elemental analysis and mass techniques. Their mesophase behaviours were studied by optical polarised microscopy (OPM), differential scanning calorimetry (DSC) and thermogravimetric analysis (TGA). All of them presented liquid crystalline properties with nematic (N), smectic A (SmA) and smectic C (SmC) phases typically to calamitic compounds. The effect of substituent group nature and the type of oxadiazole isomers on the liquid crystalline properties of these compounds are analysed and discussed.     

Synthesis of novel 1-benzyl/aryl-4-{[(1-aryl-1<Emphasis Type="Italic">H</Emphasis>-1,2,3-triazol-4-yl)methoxy]methyl}-1<Emphasis Type="Italic">H</Emphasis>-1,2,3-triazole derivatives and evaluation of their antimicrobial activity

A series of 1-benzyl/aryl-4-{[(1-aryl-1H-1,2,3-triazol-4-yl)methoxy]methyl}-1H-1,2,3-triazole derivatives were synthesized via Cu(I) catalyzed reaction between terminal alkyne and substituted aryl or benzyl azides. The synthesized triazoles were characterized by 1H NMR, 13C NMR, IR, and mass spectral techniques. All the synthesized compounds were screened for their antimicrobial activity.     

Design,Synthesis and Anticancer Evaluation of Novel Furan Sulphonamide Derivatives

Russian Journal of General Chemistry - A series of novel furan sulphonamide derivatives 13a–13j was synthesized. The structures of the compounds are confirmed by 1H and 13C NMR, and mass...     

Synthesis and Chemical Shifts Calculation of a-Acyloxycarboxamides Derived from Indane-l,2,3-trione by DFT and HF Methods

α-Acyloxycarboxamides are synthesized from three-component Passerini reaction between indane-1,2,3-trione, isocyanides, and thiophenecarboxylic acids in quantitative yields. The structures of the final products were confirmed by IR, 1H and 13C NMR spectroscopy, mass spectrometry, and elemental analysis. The B3LYP/HF calculations for computation of 1H and 13C NMR chemical shifts have been carried out for the title compounds at the 6-311+G** and 6-311++G** basis set levels within GIAO and CSGT approaches. Predicted 1H and 13C NMR che-mical shifts have been assigned and compared with experimental 1H and 13C NMR spectra and they are supported each other.     

Synthesis and Antimicrobial Activities of Novel Series of 1-((4-Methyl-2-Substituted Thiazol-5-yl)Methyleneam INO)-2-Substituted Isothiourea Derivatives

A novel series of 1-((4-methyl-2-substituted thiazol-5-yl)methyleneamino)-2-substituted isothiourea derivatives was synthesized by alkylation of (Z/E)-1-((4-methyl-2-substituted thiazol-5-yl)methylene)thiosemicarbazide with alkylhalide in acetone. All the newly synthesized compounds were characterized by spectral (IR, ¹H NMR, ¹³C NMR, and mass spectrometry) methods. The newly synthesized compounds were screened for in vitro antimicrobial activity. Most of the compounds show moderate to excellent antimicrobial activity.

[Supplementary materials are available for this article. Go to the publisher's online edition of Phosphorus, Sulfer, and Silicon and the Related Elements for the following free supplemental files: Additional figures and tables.]     

2,2'-二(对胺苯甲酯)-1,1'联萘的核磁共振谱解析

利用~1HNMR,~(13)CNMR谱研究了2,2’-二(对胺苯甲酯)-1,1’联萘的结构,并通过~1H-~1HCOSY,~(13)C-~1H异核相关及~(13)C-~1H异核远程相关谱进一步地确定了~1H谱和~(13)C谱中各谱峰的归属,为同类化合物的表征提供了一个依据.     

4,5-四硫富瓦烯-双(2,3,6,7-二苯基-氮杂环庚烷-1-氧化物)的合成

为了发展转变点温度(Tc)高的有机磁性分子,设计合成了4,5-四硫富瓦烯－双(2,3,6,7-二苯基-氮杂环庚烷-1-氧化物)。反应混合物均经硅胶柱和设备HPLC分离和纯化,产物的结构由MS、^1^HNMR、^1^3CNMR等确定。     

2-取代苯基-5-(3,4,5-三甲氧基苯基)-1,3,4-噁二唑衍生物的合成及生物活性研究

合成了10个2-取代苯基-5-(3,4,5-三甲氧基苯基)-1,3,4-噁二唑衍生物. 并经过元素分析, IR, ¹H NMR, ¹³C NMR对其结构进行了确认. 初步生物活性测试表明, 部分化合物具有一定抗癌活性.     

3-(N-取代苯基-2-乙酰胺基)硫基-4-N-取代邻羟苯基亚胺基-5-甲基-1,2,4-三唑类化合物的合成及生物活性研究

以对称二氨基硫脲为原料,与冰醋酸反应生成5-甲基-4-氨基-1,2,4-三唑-3-硫酮(1);在弱酸性条件下,1与取代水杨醛反应生成席夫碱中间体5-甲基-4-(N-取代邻羟苯基)亚胺基-1,2,4-三唑-3-硫酮(2a～2c);最后在碱性条件下分别与N-取代苯基-2-氯乙酰胺发生烷基化反应生成15种未见报道的目标化合物3-(N-取代苯基-2-乙酰胺基)硫基-4-(N-取代邻羟苯基)亚胺基-5-甲基-1,2,4-三唑(3a～3o),其结构经IR,1H NMR,13C NMR确证.初步生物测试表明,质量分数为0.01%时,3a～3o对白色念珠菌的抑菌率均达90%以上,具有很强的抑菌活性;对金黄色葡萄球菌、大肠杆菌的抑菌率达80%以上,具有较强的抑菌活性.