Synthesis of 5-[2-(Phenoxy)ethyl] Derivatives of 6-Methyluracil, 6-Methyl-2-thioxo-2,3-dihydro-1H-pyrimidin-4-one,and 2-Imino-6-methyl-2,3-dihydro-1H-pyrimidin-4-one

A synthesis of novel derivatives of 6-methyluracil, 6-methyl-2-thioxo-, and 2-imino-6-methyl-2,3-dihydro-1H-pyrimidin-4-one containing a 2-(phenoxy)ethyl substituent at position 5 of the pyrimidine ring has been carried out. It was found that 5-[2-(phenoxy)ethyl] derivatives of 6-methyl-2-thioxo- and 2-imino-6-methyl-2,3-dihydro-1H-pyrimidin-4-one are obtained by the condensation of the corresponding ethyl 3-oxo-2-(2-phenoxyethyl)butanoates with thiourea or guanidine. 6-Methyl-5-[2-(phenoxy)ethyl]uracils can be prepared by treating 6-methyl-5-[2-(phenoxy)ethyl]-2-thioxo-2,3-dihydro-1H-pyrimidin-4-ones with an excess of aqueous monochloroacetic acid solution. __________ Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 8, pp. 1213–1217, August, 2005.     

反式-9, 10-二氢-9, 10-二(1-萘基)-9, 10-菲二醇的包合现象 与晶体结构

按文献方法合成了一个螯形主体分子,反式-9,10-二氢-9,10-二(1-萘基)-9,10-菲二醇。研究发现该主体可以和一些含氮杂环化合物形成一定比例的晶体包合物。用X-射线衍射分析二环己胺包合物的晶体结构表明,包合物中主客体之间存在O-H…N氢键相互作用,客体分子包合在主体分子形成的空腔中。     

Synthesis of 3-hydroxy-1-methyl-2-(methylthio) pyrrole from methyl isothiocyanate and prop-2-yn-1-ol

A methylated adduct of lithiated 1-(1-ethoxyethoxy)allene and methyl isothiocyanate undergoes intramolecular cyclization in the presence of CuBr to give 3-(1-ethoxyethoxy)-1-methyl-2-(methylthio)pyrrole. The methanolysis of the latter affords 3-hydroxy-1-methyl-2-(methylthio)pyrrole. Published inIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 9, pp. 1645–1647, September, 2000.     

Chemistry of 2-hetarylbenzimidazoles. 10. Synthesis and properties of 2-(3′-furyl)-1-methyl-1H-benzimidazole

A study was carried out on the electrophilic substitution reactions such as chloromethylation, bromination, sulfonation, nitration, and acylation of 2-(3′-furyl)-1-methyl-1H-benzimidazole in acid media. All these reactions proceed at C₍₂₎ and C₍₅₎ of the furan ring. Quantum-chemical calculations of the three-dimensional structure of such heterocyclic systems are given. Communication 9, see ref. [1]. __________ Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 12, pp. 1815–1820, December, 2005.     

反式9, 10-二氢-9, 10-二苯基-9, 10-菲二醇包结性能的研究

合成了一种具有螯形结构的反式-9, 10-二氢-9, 10-二苯基-9,10-菲二醇(1)作为主体分子。它能与许多有机小分子化合物, 诸如DMF, DMSO, 吡啶, 哌啶, 喹啉, 异喹啉等形成包结化合物。本文还报道了这些包结化合物的IR, 粉末XRD的表征, 用^1H NMR谱测定了它们的分子摩尔比。DMF包结物的单晶四圆X衍射结果表明主体分子1与客体分子形成的包结物为配位笼状包合物。     

Studies on the esterifications of 9-（hydroxyimino）-4-methyl-8,9-dihydrofuro[2,3-h]chromen-2-one with acid chlorides under different conditions

The esterifications of 9-（hydroxyimino）-4-methyl-8,9-dihydrofuro[2,3-h]chromen-2-one （4） with acid chlorides afforded normal oxime-esters 3a-e in 35-78% yields in presence of excessive 4-dimethylaminopyridine as the acid scavenger, whereas the reactions gave unexpected 8-substituted products N-（8-chloro-4-methyl-2-oxo-2H-furo-[2,3-h]chromen-9-yl）amides （5a-c） and 4-methyl-2,9-dioxo-8,9-dihydro-2H-furo[2,3-h]chromen-8-ylcarboxyloates （6d-e） by using excessive acid chlorides. The structures of 10 new compounds were determined by 1H NMR, 13C NMR, MS and HRMS, and the possible mechanism for the formation of unexpected products 5a--c and 6d-e was also proposed.     

A New 10—Hydroxyl Anthrone Glycoside from Cassia Siamea Lam.

A new 10-hydroxyl anthrone glycoside,1,8,10-trihydroxyl-1-O-β-D-glucopyranosyl-3-methyl-10-C(S)-β-D-glucopyranosyl-anthrone-9 1 was isolated from the stem of Cassia siamea Lam. The structure was elucidated by spectral evidences, especially by 2D techniques.     

二[1-甲基-4-(1-甲基-4-硝基吡咯-2-酰胺基)吡咯-2-酰胺基乙基]胺的合成与表征

报道了一种对称平行的多酰胺分子——二[1-甲基-4-(1-甲基-4-硝基吡咯-2-酰胺基)吡咯-2-酰胺基乙基]胺的合成方法, 以期对DNA序列进行新的特异性识别和切割, 从而研制新型有效的工具酶或抗癌药物. 合成方法简便易行、耗时短、不需过柱分离, 每步合成都有较高产率.     

4-(10-Methyl-10H-phenothiazin-3-yl)-1,4-dihydropyridines, 4,5-dihydroindeno[1,2-<Emphasis Type="Italic">b</Emphasis>]-and 5,5-dioxo-4,5-dihydrobenzo-thieno[3,2-<Emphasis Type="Italic">b</Emphasis>]pyridines

Different modifications of the Hantzsch synthesis using 10-methyl-10H-phenothiazine-3-carbaldehyde gave 4-(10-methyl-10H-phenothiazin-3-yl)-substituted 1,4-dihydropyridine-3,5-di-, 5-oxo-4,5-dihydro-1H-indeno[1,2-b]pyridine-, and 5,5-dioxo-4,5-dihydro-1H-5λ⁶-benzo[4,5]thieno[3,2-b]pyridine-3-carboxylic esters. __________ Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 280–288, February, 2007.     

Synthesis,characterization, in vitro,and in silico studies of 4-(2′-hydroxybenzoyl) and 4-(2′-hydroxynaphthoyl)-thiabenzene-1-methyl-1-oxides

A variety of 4-(2′-hydroxybenzoyl) and 4-(2′-hydroxynaphthoyl) thiabenzene-1-methyl-1-oxides have been prepared by the reaction of dimethylsulfoxoniummethylide with 3-formyl-chromones and screened for their anticancer activities on lung cancer cell line by in vitro and in silico studies.     

Acetylenchemie, 14. Mitt.: PTC-Umsetzung von 9(10H)-Acridinon mit 3-Chlor-3-phenyl-1-propin und 3-Brom-1-phenyl-1-propin

Summary Reaction of 9(10H)-acridinone (2) with 3-chloro-3-phenyl-1-propyne under PTC conditions affords 1-methyl-2-phenyl-6H-pyrrolo[3,2,1-de]acridin-6-one (1 b), 10-(2-chloro-1-methyl-2-phenyl-ethenyl)-9(10H)-acridinone (4), 10-(3-phenyl-1-propynyl)-9(10H)-acridinone (7), and 10-(4-methylene-2,3-diphenyl-2-cyclobuteneylidenemethyl)-9(10H)-acridinone (5). The structure of the last compound which crystallizes in the triclinic system with the space group , was confirmed by X-ray diffraction. Under the same conditions 10-(3-phenyl-2-propynyl)-9(10H)-acridinone (3) and 10-(3-phenyl-1-propynyl)-9(10H)-acridinone (6) were obtained from 9(10H)-acridinone (2) and 3-bromo-1-phenyl-1-propyne.

     

Syntheses and Crystal Structures of Methyl 2-（4,5-Dibromo- 1-methylpyrrole-2-carbonylamino）-3-phenyl propanoate and 4,5-Dibromo-1-methyl-2-trichloroacetylpyrrole

1 INTRODUCTION Pyrrole and its derivatives have attracted much attention due to their chemical properties as well as biological activities[1]. They have been widely used as the materials to produce pharmaceutical, essences, biochemicals, etc. It has been found that a great deal of pyrrole derivatives present bioactivities, such as antitumor and antiviral activities[2~5]. Thus, due to the interest in exploring the syntheses of potential bioactive materials which contain pyrrole ring andna…     

New approach to the synthesis of substituted 5-arylcarbamoyl-3-cyano-6-methylpyridine-2(1h)-thiones. Molecular and crystal structure of 2-allylthio-3-cyano-5-(2-methoxyphenylcarbamoyl)-6-methyl-4-(5-methyl-2-furyl)-1,4-dihydropyridine

Morpholinium 5-arylcarbamoyl-3-cyano-6-methyl-4-(5-methyl-2-furyl)-1,4-dihydropyridine-2-thiolates have been obtained by the interaction of enamines of acetoacetanilides with 5-methyl-2-furfurylidenecyanothioacetamide. Alkylation of the salts gives thioethers and oxidation gives the corresponding substituted pyridine-2(1H)-thiones. The structure of 2-allylthio-3-cyano-5-(2-methoxyphenylcarbamoyl)-6-methyl-4-(5-methyl-2-furyl)-1,4-dihydropyridine was studied by X-ray crystallographic analysis. __________ Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 1, pp. 51–58, January, 2006.     

固相微萃取-气相色谱法测定工业苯酚中的2-甲基苯并呋喃和2,4-二苯基-4-甲基-1-戊烯

建立了工业苯酚中有机杂质的固相微萃取-气相色谱(SPME-GC)分析方法。实验考察了SPME萃取温度和萃取时间的影响,同时也优化了热解吸时间。优化后的萃取温度为20 ℃,萃取时间为10 min,热解吸时间为30 s。使用此法对工业苯酚样品中的两种主要有机杂质进行了分析检测,结果表明: 2-甲基苯并呋喃和2,4-二苯基-4-甲基-1-戊烯分别在0.05～1.06 mg/L和0.05～0.99 mg/L范围内线性关系良好(r2分别为0.990和0.992),检出限分别为0.5和1.6 μg/L。在0.1 mg/L的添加水平下,2-甲基苯并呋喃和2,4-二苯基-4-甲基-1-戊烯的回收率分别为104%和113%。该方法具有简单、快速、灵敏度高等优点,适合于工业苯酚中这两种主要痕量有机杂质的准确定量分析。     

4-[2-(9,10-二氰蒽)乙烯基]-N-甲基-N-十六烷基苯胺的合成及其吸收光谱行为的研究

通过还原、溴代、氰化、Wittig反应等七步反应设计合成了一新二元电子给体－受体（D－A）化合物：4－［2－（9，10－二氰蒽）乙烯基］－N－甲基－N－十六烷基苯胺（DCACMA，反式）并初步研究了其吸收光谱行为。研究表明，基态下DCACMA分子中电子给体与电子受体（CMA与DCA）间存在显著的电荷转移相互作用，在LB膜及簇集态（DMSO－H2O二元体系中）下，DCACMA分子呈H－型簇集排列。     

苯并氮杂冠醚的反式结构及性能的理论研究

用分子动力学模拟退火找出苯并氮杂冠醚(C~1~8H~2~3O~7N)的最低能量构型后,用半经验量子化学方法AM1分别优化出了该苯并氮杂冠醚的顺、反式构型,对反式进行了前沿轨道、电荷密度计算,并作了振动分析。优化计算苯并氮杂冠醚反式构型的化合物结构数据与X射线晶体测定结果一致。对其振动分析,指认了化合物不同种类键的振动红外特征吸收峰。结构分析表明这种苯并氮杂冠醚的反式结构呈马蹄铁型,分子内有较大空腔,能够嵌入稀土金属阳离子,有较好的配位性。     

Synthesis of (4R)-Methylnonan-1-ol and (4R,8RS)-Dimethyldecanal from (S)-(+)-3,7-Dimethyl-1,6-octadiene

Optically active (4R,8RS)-dimethyldecanal, an analog of the aggregation pheromone of the flour beetles Tribolium confusum and T. Castaneum, and (4R)-methylnonan-1-ol, the sex pheromone of the yellow mealworm Tenebrio molitor L., are synthesized using ozonolytic transformation of (6R,10)-dimethyl-9-undecen-2-one to (6R)-methyl-9-hydroxynonan-2-one in the key step. The starting compound is available as enantiomerically enriched (ee ~50%) (S)-(+)-3,7-dimethyl-1,6-octadiene.     

2-甲基-6-(3-甲基-2-丁烯基)对苯二醌的合成

以邻甲基苯酚为原料,与1-氯-2-甲基-2-丁烯反应生成2-甲基-6-(3-甲基-2-丁烯基)苯酚,然后催化氧化得到目标产物2-甲基-6-(3-甲基-2-丁烯基)对苯二醌。该合成路线简单,易于操作,最终收率51%。     

Concerning the reaction of 2-(10-diazo-10H-anthracen-9-ylidene)-malonodinitrile and related compounds with the cryptohydride system formic acid-triethylamine

Summary The reaction of 2-(10-diazo-10H-anthracen-9-ylidene)-malonodinitrile (1) with the cryptohydride system formic acid - triethylamine was studied. The reaction product turned out to be anthracen-9-yl-acetonitrile (2a) instead of the expected 10-dicyanomethyl-9,10-dihydro-anthracene-9-yl formate. Compounds related to1 yielded in this reaction the corresponding 10-substituted anthracen-9-yl-acetonitriles. A mechanism of this reaction is proposed. The product of the formic acid promoted decomposition of1, compound3b, as well as its tautomer4b were also obtained.

---

Zur Reaktion von 2-(10-Diazo-10H-anthracen-9-yliden)-malodinitril und Verwandten Verbindungen mit dem Kryptohydridsystem Ameisensäure - Triethylamin

Zusammenfassung Die Reaktion von 2-(10-Diazo-10H-anthracen-9-yliden)-malodinitril (1) mit dem Kryptohydridsystem Ameisensäure — Triethylamin wurde untersucht. Das Umsetzungsprodukt stellte sich als Anthracen-9-yl-acetonitril (2a) und nicht als erwartetes 10-Dicyanomethyl-9,10-dihydroanthracen-9-yl-format heraus. Verwandte Verbindungen reagierten in dieser Reaktion zu 10-substituierten Anthracen-9-yl-acetonitrilen. Ein Mechanismus für diese Reaktion wird vorschlagen. Das Produkt der durch Ameisensäure initiierten Zersetzung von1, Verbindung3b, wie auch sein Tautomer4b, wurden ebenfalls dargestellt.

     

Application of Electrochemical Detection for the Quantitation of 1, 4-Dihydroxy-5, 8-Bis-[2-(2-Hydroxyethyl) Aminoethylamino]-9,10-Anthracenedione Following Liquid Chromatography

Abstract

Electrochemical monitoring of 1, 4-dihydroxy-5, 8-bis-[2-(2-hydroxyethy1) aminoethy amino]-9, 10-anthracenedione was employed for the quantitation of this cancer chemotherapy drug following high performance liquid chromatography. Detection was performed by oxidation of the compound at a glassy carbon electrode at +0.80 V vs. SCE. A rapid and convenient sample treatment procedure was developed which is suitable for determination involving physiological samples. A detection limit of 2 ng injected was obtained for urine samples.