2-十一烷基-N-羧甲基-N-羟乙基咪唑啉的合成及性能

以月桂酸、羟乙基乙二胺为原料,合成了十一烷基羟乙基咪唑啉,再与季铵化试剂氯乙酸乙酯反应合成了低盐含量的2-十一烷基-N-羧甲基-N-羟乙基咪唑啉(LSUHCI)。用FT-IR和质谱表征了十一烷基羟乙基咪唑啉中间体结构,并进行了组分定性定量分析,用FT-IR和1H?NMR表征了LSUHCI的结构,研究对比了其与普通型2-十一烷基-N-羧甲基-N-羟乙基咪唑啉(UHCI)的物化性能。结果表明,LSUHCI中NaCl含量为1.3%,是一种低盐型表面活性剂,LSUHCI的平衡表面张力(γcmc)为27.52?mN/m,临界胶束浓度(cmc)、润湿性和乳化性均优于UHCI,发泡性和稳泡性比UHCI差。     

5-(N-乙基-N-2-羟乙基胺)-2-戊胺的合成

以5-氯-2-戊酮为原料,先进行羰基保护、与乙基乙醇胺反应之后脱保护,再进行羰基还原氨化,经4步反应合成5-(N-乙基-N-2-羟乙基胺)-2-戊胺(俗称羟基氯喹侧链),总收率53.8%,纯度99.0%(GC)。重要原料乙基乙醇胺回收率达95%。     

4-氨基-N-[3-(2-羟乙基)砜基]苯基苯甲酰胺的合成新工艺

以 3 ( 2 羟乙基砜基 )苯胺和对硝基苯甲酰氯为原料经酰化和催化氢化两步反应合成了 4 氨基 N [3 ( 2 羟乙基 )砜基 ]苯基苯甲酰胺 ,两步收率分别为 90 3%和 95 6%,总收率为 86.3%。在采用RanneyNi为催化剂和氢压为 0 2 4MPa的情况下 ,实验验证最佳的催化氢化反应条件为 :溶剂为甲醇 ,催化剂量为 30 %(催化剂与硝基物的质量比 ) ,反应温度为 50～ 60℃。产品经TLC、IR、1HNMR和MS确证。     

4-(2-羟乙基)-1,3-二氢-2H-吲哚-2-酮的合成与结构表征

介绍了由科研成果转化形成的药物合成综合实验——4-(2-羟乙基)-1,3-二氢-2H-吲哚-2-酮的合成。以2-甲基-3-硝基苯乙酸(3)为起始原料,经过4步反应制得4-(2-羟乙基)-1,3-二氢-2H-吲哚-2-酮,最终产物通过熔点、红外、质谱、氢谱和碳谱进行表征。本实验涉及多种反应类型,结合有机化学波谱解析,可以检验学生的理论水平和训练学生的实验技能。通过系统性的训练,不仅培养了学生的综合实验能力,更提高了学生的创新能力和科研思维。     

(S/R)-2-(2-(5-氟-2,4-二氧-3,4-二氢嘧啶-1(2H)-基)乙酰氨基)-3-(4-羟苯基)丙酸的合成及抗肿瘤活性

以1-乙基-3-(3-二甲胺丙基)碳二亚胺盐酸盐(EDCI)/1-羟基苯并三氮唑(HOBt)为缩合剂,5-氟尿嘧啶-1-基乙酸为中间体,分别与L-酪氨酸甲酯和D-酪氨酸乙酯通过液相偶联合成了(S)-2-(2-(5-氟-2,4-二氧-3,4-二氢嘧啶-1(2H)-基)乙酰氨基)-3-(4-羟苯基)丙酸甲酯和(R)-2-(2-(5-氟-2,4-二氧-3,4-二氢嘧啶-1(2H)-基)乙酰氨基)-3-(4-羟苯基)丙酸乙酯,水解后得到相应的酸对映体。所合成的化合物结构经1H NMR1、3C NMRI、R、MS及比旋光度等测试得以确证。四种化合物的体外抗肿瘤活性测试结果,说明该化合物的抗肿瘤具有一定的选择性,且R构型对抗肿瘤也起到了一定的作用。     

2-氨基-9-(2-羟乙基)嘌呤的合成

2-氨基-6-氯嘌呤和2-氯乙醇通过缩合反应得到2-氨基-6-氯-9-(2-羟乙基)嘌呤,然后在盐酸中水解,得到2-氨基-9-(2-羟乙基)嘌呤,合成方法简单易行,总收率达30.4%~39.1%,纯度大于95%。     

1-(2-羟乙基)-4-(2-羟丙基)哌嗪的合成与表征

以1-(2-羟乙基)哌嗪(HEP)和环氧丙烷(PO)为原料合成了1-(2-羟乙基)-4-(2-羟丙基)哌嗪(HEHPP),以热力学参数为基础证明了此合成路线的可行性,对原料配比、反应温度和反应时间等合成参数进行了优化,在HEP与PO摩尔比为1,反应温度50℃,反应时间180 min的优化参数下制得了HEHPP含量为98.16%的产物。采用NMR和GC-MS对产物进行了结构表征,证明了其即为设计合成的HEHPP,目标产物中的微量杂质主要为原料中所含的哌嗪。采用DSC表征得到HEHPP沸点为192.0℃,凝固点为?48.6℃。所合成的HEHPP为低熔点、无溶剂、低挥发的新型二元有机胺。     

N,N-二(2-羟乙基)己二酰胺新型固化剂的合成及表征

以己二酸和甲醇为原料,在对甲苯磺酸催化下合成己二酸二甲酯。再以合成的己二酸二甲酯为原料,在钛酸正丁酯的催化下,与乙醇胺反应,合成了一种新型固化剂—N,N-二(2-羟乙基)己二酰胺。通过FT-IR,1H-NMR对N,N-二(2-羟乙基)己二酰胺的结构进行了表征。实验探讨了酰胺化反应中,催化剂用量、反应温度和反应时间对产物产率的影响,反应条件温和,易于操作,产率可达到95%。     

5-(2-羟乙基)-2,2-二甲基-1,3-二恶烷的合成研究

2-羟甲基-1,4-丁二醇与2,2-甲氧基丙烷反应合成了5-(2-羟乙基)-2,2-二甲基-1,3-二恶烷,探究了催化剂对甲基苯磺酸用量、2,2-甲氧基丙烷的用量、溶剂对收率的影响。结果表明,最佳反应时间为10 h,产品收率达72%。     

N-(2-溴乙基)-邻苯二甲酰亚胺的合成研究

西他沙星是一广谱喹诺酮类抗菌药,N-(2-溴乙基)-邻苯二甲酰亚胺是其重要的中间体,以自制N-(2-羟乙基)-邻苯二甲酰亚胺和氢溴酸为原料,硫酸为脱水剂合成研究,探讨了原料配比、反应温度、反应时间等反应条件,结果表明合成的最佳条件为原料N-(2-羟乙基)-邻苯二甲酰亚胺与HBr的投料比为2∶9,HBr与浓硫酸的用量比为27∶10,反应温度72℃,反应时间12 h,反应收率可达82%,产品经红外图谱和质谱分析,结果证明产品为目标产物。     

New amphoteric surfactants containing a 2-hydroxyalkyl group: I preparation and properties of N-(2-hydroxyethyl)-N-(2-hydroxyalkyl)-β-alanines

A series of new amphoteric surfactants, sodium salts of N-(2-hydroxyethyl)-N-(2-hydroxyalkyl)-β-alanines (Na-HAA) was prepared by adding methyl acrylate to N-(2-hydroxyalkyl)-ethanolamine and subsequent saponification. Neutralization with HCl gave N-(2-hydroxyethyl)-N-(2-hydroxyalkyl)-β-alanines, and the addition of ethylene oxide to Na-HAA gave oxyethylated drivatives. The structures of these compounds prepared were confirmed by infrared spectra, proton magnetic resonance spectra, elementary analyses, etc. Solubility in water, surface tension, foaming power, and critical micelle concentration were determined.     

9-(2-羟乙基)腺嘌呤的合成

阿德福韦双特戊酰氧甲酯（adefovir dipivosil）是口服的开环核苷酸单膦酸酯的前药,口服吸收后迅速转变成9-（2-膦酰甲氧乙基）腺嘌呤（PMEA）,该物质对人免疫缺陷病毒（HIV）及其他逆转录病毒具有广谱的抗病毒活性.阿德福韦双特戊酰氧甲酯对慢性乙型肝炎病毒（HBV）也有治疗作用.而9-（2-羟乙基）腺嘌呤是制备阿德福韦双特戊酰氧甲酯的一个重要的中间体.     

Synthesis and polymerization of 2-(β-N-3′-halogencarbazolylethyl)-2-oxazolines

Summary The synthesis of three novel oxazoline monomers,all of which contain 3-halogen substituted carbazolyl groups [i.e., 2-(-N-3 chlorocarbazolylethyl)-2-oxazoline, 2-(-N-3 bromocarbazolylethyl)-2-oxazoline and 2-(-N-3 iodocarbazolylethyl)-2-oxazoline]and their polymerization is described.     

3-(二羟乙基胺基)丙酰胺的合成与表征

以丙烯酰胺和二乙醇胺为原料,通过亲核加成反应合成了一种新型键合剂或中间体3-(二羟乙基胺基)丙酰胺(BEAPAM),探讨了溶剂、原料配比、反应时间的影响,确定了较佳的合成工艺。采用FT-IR、1H-NMR和元素分析等手段对其结构进行表征,结果证明所合成的化合物即为目标化合物。     

Physical and electrochemical properties of 1-(2-hydroxyethyl)-3-methyl imidazolium and N-(2-hydroxyethyl)-N-methyl morpholinium ionic liquids

Various ionic liquids (ILs) were prepared via metathesis reaction from two kinds of 1-(2-hydroxyethyl)-3-methyl imidazolium ([HEMIm]⁺) and N-(2-hydroxyethyl)-N-methyl morphorinium ([HEMMor]⁺) cations and three kinds of tetrafluoroborate ([BF₄]⁻), bis(trifluoromethanesulfonyl)imide ([TFSI]⁻) and hexafluorophosphate ([PF₆]⁻) anions. All the [HEMIm]⁺ derivatives were in a liquid state at room temperature. In particular, [HEMIm][BF₄] and [HEMIm][TFSI] showed no possible melting point from −150 °C to 200 °C by DSC analysis, and their high thermal stability until 380-400 °C was verified by TGA analysis. Also, their stable electrochemical property (electrochemical window of more than 6.0 V) and high ionic conductivity (0.002-0.004 S cm⁻¹) further confirm that the suggested ILs are potential electrolytes for use in electrochemical devices. Simultaneously, the [HEMMor]⁺ derivatives have practical value in electrolyte applications because of their easy synthesis procedures, cheap morpholinium cation sources and possibilities of high Li⁺ mobility by oxygen group in the morpholinium cation. However, [HEMMor]⁺ derivatives showing high viscosity usually had lower ionic conductivities than [HEMIm]⁺ derivatives.     

2-乙酰基-N-(5-硝基噻唑)苯甲酰胺的高效液相色谱法测定

应用0.3%HAc水溶液／乙腈（53：47）为流动相，在Zobax Eclipse XDB C8色谱上，以对甲苯甲酸为内标物，建立了2－乙酰基－N－（5－硝基噻唑）苯甲酰胺的高效液相色谱分析方法，方法的相对标准偏差＜0.2%。2－乙酰基－N－（5－硝基噻唑）苯甲酰胺进样量在0.2-2μg范围内良好的线性关系（r=0.9999)。     

Copolymerization without initiator of 1-(2-hydroxyethyl)aziridine and acrylamide

Summary 1-(2-Hydroxyethyl)aziridine as nucleophilic monomer was copolymerized in the absence of an initiator under various experimental conditions with acrylamide as electrophilic monomer. All copolymers were characterized by elemental analysis, IR, and ¹H-NMR spectroscopy. The viscosity measurements showed that the copolymers behave as polyelectrolytes. The copolymer composition was determined from elemental analysis and ¹H-NMR spectra.     

New amphoteric surfactants containing a 2-hydroxyalkyl group: II. the dependence of physicochemical properties on the pH value for N-(2-hydroxyethyl)-N-(2-hydroxyalkyl)-β-alanines

The dependence of physicochemical properties on the pH of micellar solutions for N-(2-hydroxyethyl)-N-(2-hydroxyalkyl)-β alanines (HAA) was studied by means of a differential titration method (DTM), Fourier transform infrared (FTIR) spectra, and measurements of critical micelle concentration, surface tension, and foaming power. The aspect of the dissociation of HAA was pursued by DTM. The mutual transformation among cationic, zwitterionic, and anionic forms with the change of pH range was confirmed by FTIR spectroscopy. The micelle formation energy was determined at each pH value. Further, the dependence of surface active properties on the pH value for the adducts of ethylene oxide to Na-HAA was also investigated.