Facile Method for the Synthesis of Combinatorial Libraries of Benzimidazole, Benzothiazole, Benzoxazole, Perimidine and Quinazolinone

A highly yielding and fast method for the synthesis of heterocyclic compounds with trialkyl orthoformate using molecular sieve 3Å as a catalyst is described.     

Synthesis and reactions of some 5(6)-(1-adamantyl)benzimidazoles

4-(1-Adamantyl)-1,2-diaminobenzene, previously unreported in the literature, has been prepared and a novel series of 5(6)-(1-adamantyl)benzimidazole derivatives synthesized. Nitration, hydrogenation, and side chain reactions have been carried out. __________ Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 8, pp. 1172–1182, August, 2008.     

N-alkylation products of substituted imidazoles and dihydropyrimidinediones with dibromoalkanes

The reactions of N-containing heterocycles with dihaloalkanes were studied. All structures were determined by NMR and mass techniques. __________ Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 1, pp. 31–34, January, 2007.     

Effects of two benzenedicarboxylic acids on the construction of CdII coordination polymers incorporating a flexible N‐donor ligand

Compared with the monomorphic type of ligand, combining mixed ligands in one coordination polymer offers greater tunability of the structural framework. Employment of N‐heterocyclic ligands and aromatic polycarboxylates is an effective approach for the construction of metal–organic frameworks (MOFs). Two new coordination polymers incorporating both 2‐[(1H‐imidazol‐1‐yl)methyl]‐1H‐benzimidazole (imb) and benzenedicarboxylic acid isomers, namely, catena‐poly[[[di‐μ‐chlorido‐bis[(2‐carboxybenzoato‐κ²O¹,O^1′)cadmium(II)]]‐bis{μ‐2‐[(1H‐imidazol‐1‐yl)methyl]‐1H‐benzimidazole‐κ²N:N′}] dihydrate], {[Cd(C₈H₅O₄)Cl(C₁₁H₁₀N₄)]·H₂O}_n, (I), and poly[[aqua(μ₂‐benzene‐1,3‐dicarboxylato‐κ³O¹,O^1′:O³){μ₂‐2‐[(1H‐imidazol‐1‐yl)methyl]‐1H‐benzimidazole‐κ²N:N′}cadmium(II)] dihydrate], {[Cd(C₈H₄O₄)(C₁₁H₁₀N₄)(H₂O)]·2H₂O}_n, (II), have been prepared and structurally characterized by single‐crystal X‐ray diffraction. In polymer (I), imb ligands bridge Cd^II ions, forming a one‐dimensional chain, and 2‐carboxybenzoate anions coordinate to the Cd^II ions in a terminal fashion. Polymer (II) exhibits a two‐dimensional network structure in which imb ligands and the benzene‐1,3‐dicarboxylate anions join Cd^II ions co‐operatively. This indicates that changing of the aromatic dicarboxylic acids can result in polymers with different compositions and architectures. Moreover, their IR spectra, PXRD (powder X‐ray diffraction) patterns, thermogravimetric analyses and fluorescence properties were also investigated.     

Synthesis,Characterization and Reactions of 4‐Hydrazino‐2‐methylpyrimidino[4′5′:4,5]thiazolo[3,2‐a]benzimidazole

4‐Hydrazino‐2‐methylpyrimidino[4′,5′:4,5]thiazolo[3,2‐a]benzimidazole ( 4 ) was obtained from hydrazinolysis of the 4‐chloro derivative 3 with hydrazine hydrate. The hydrazino derivative 4 was further cyclized to the corresponding pyrazole 5 , pyrazolone 6 and 5‐methyl‐1,2,4‐triazolo[1″,5″:3′,4′]pyrimidino[5′,6′:5,4]‐thiazolo[3,2‐a]benzimidazole ( 9 ) and 5‐methy‐1,2,4‐triazolo[4″,3″:3′,4′]pyrimidino[5′,6′:5,4]thiazolo‐[3,2‐a]benzimidazole ( 10 ), respectively. The triazolo derivative 10 was isomerized to the triazolo derivative 9 under a variety of reaction conditions.     

苯并咪唑并[2,1-b]噻唑衍生物的合成

以2-巯基咪唑类化合物为原料,室温下与含有端基炔的二芳基高碘盐反应,一步合成苯并咪唑并[2,1-b]噻唑衍生物,其结构经¹H NMR、¹³C NMR、 单晶X-衍射和HR-MS表征。在最佳反应条件［n(2-巯基苯并咪唑)/n(二芳基高碘盐)=1/1,二氯甲烷为溶剂,反应12 h］下,目标化合物的产率最高为84%。同时对该反应的机理进行了详细探讨,并采用MTT法研究了目标化合物对人肝癌细胞（HepG2）生长情况的影响。结果表明：当浓度为4 μg/mL时,化合物3b具有较强的抑制HepG2细胞增殖的活性,抑制率为52%。     

一种检测亚硫酸氢根的苯并咪唑类荧光增强型探针及其实际应用

合成和表征了一种用于检测HSO3^-的苯并咪唑类荧光增强型探针(FP1)。结果表明:FP1对HSO3^-表现出了明显的荧光关-开响应,具有高的选择性和灵敏度,且抗干扰能力强,响应时间短(2 min)。FP1的荧光强度与HSO3^-的浓度在1.2~8.1μmol·L^-1的范围内呈线性关系,其对HSO3^-的检出限为0.14μmol·L^-1。此外,FP1能用于实际样品中HSO3^-的检测,回收率良好,它还可应用于HeLa活细胞中对HSO3&-进行荧光成像。