Synthesis of bis(2-cyanoacrylates) from 2-cyanoacryloyl chloride and 2-butene- and 2-butyne-1,4-diols

The interaction of 2-cyanoacryloyl chloride with unsaturated 1,4-diols leads to bis(2-cyanoacrylates) with a double or triple C-C bond.Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 4, pp. 779–780, April, 1995.     

Synthesis and X-ray structural study of 1-adamantylmethyl 2-cyanoacrylate and 1,10-decanediol bis-2-cyanoacrylate

I-Adamantylmethyl 2-cyanoacrylate (1) was prepared by the reaction of 2-cyanoacryloyl chloride with 1-adamantylmethanol . 1,10-Decanediol bis-2-cyanoacrylate (2) was synthesized by transesterification of methyl 2-cyanoacrylate with 1,10-decanediol. Esters1 and2 were studied by X-ray structural analysis.Deceased in 1995.Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 9, pp. 2288–2292, September, 1996.     

Copper-catalyzed tandem reaction of 2-haloanilines with thiocarbamoyl chloride: Synthesis of 2-aminobenzothiazoles

A simple and efficient protocol for the synthesis of 2-aminobenzothiazoles by a ligand-free copper-catalyzed tandem reaction has been developed. In the presence of CuBr and t-BuOK, a variety of 2-haloanilines (halogen?=?Br, I) underwent the reaction with thiocarbamoyl chloride efficiently to afford the corresponding 2-aminobenzothiazoles in good yields (83–94%). The features of this method include good yield, cheap catalyst, mild reaction conditions, and broad substrate scope, which make the protocol practical and attractive in the preparation of some potential pharmaceutically active compounds.     

Synthesis and characterization of [2-(2-phenyl-5,6-dihydro-4H-1,3-oxazinyl)] tellurenyl chloride

The synthesis and characterization of the first examples of two tellurium compounds based on 2-phenyl-5,6-dihydro-4H-1,3-oxazine substrate are described. Intramolecular Te?N interaction in [2-(2-phenyl-5,6-dihydro-4H-1,3-oxazinyl)] tellurenyl chloride is established by single X-ray crystallography.     

CuCl/I2催化末端烯烃与磺酰氯反应合成烯基砜类化合物研究

研究了用CuCl/I2催化一系列端基烯烃和磺酰氯反应合成烯基砜类化合物,反应体系中添加催化剂量的分子碘,可以大幅度提高该反应的产率,最高可获得97%的产率.同时,考察了各种铜盐的催化活性以及反应介质对反应的影响.     

保护的β-2-脱氧-2-氨基葡三糖的合成

以茴香醛保护氨基方法得到的β-构型的四乙酰基氨基葡萄糖盐酸盐(1)为原料, 采用三氯乙酰基(TCA)、三氯乙酰亚胺酯基(TCI)和乙硫基(SEt)保护体系, 经五步反应以产率40.5%得到完全β-构型保护的β-(1→3)-2-脱氧-2-氨基葡二糖7, 又经两步合成得到保护的β-(1→3)-2-脱氧-2-氨基葡二糖受体8, 共八步合成了保护的β-(1→3)-2-脱氧-2-氨基葡三糖10, 总产率为27%. 以上化合物均为未知. 同时, 还得到了用以合成β-(1→4)-保护的氨基葡四糖的受体6. 采用该保护体系可以高选择性地、较高产率地合成氨基寡糖.     

三氯化铁催化合成三芳基甲烷化合物的研究

三甲基芳烷类化合物在染料、生物、医药领域具有的重要应用价值。本文研究了2,4,6-三甲基苯甲醛和N,N-二甲基间溴苯胺通过缩合反应制备三芳基甲烷化合物,考察了催化剂种类、反应溶剂、反应温度和反应时间对产物收率的影响。确定合成条件为以无水Fe Cl3作为催化剂、对二甲苯为溶剂、反应温度为128℃,反应时间为32h,目标产物收率达到80%左右,产物结构经质谱和氢核磁共振谱表征确认。     

1,3-二取代-2-硫代咪唑啉-4-酮的合成

1-苯甲酰基-3-芳基硫脲与氯乙酰氯反应合成了1-芳基-3-苯甲酰基-2-硫代咪唑啉-4-酮,与二氯乙酰氯反应合成了1-芳基-3-苯甲酰基-5-氯-2-硫代咪唑啉-4-酮,与三氯乙酰氯反应时仅得到了硫脲的分解重组产物苯甲酰基芳胺.产物结构经红外光谱、核磁共振谱和高分辨质谱表征.     

聚氯乙烯支载三氯化铁试剂催化醛与乙酸酐反应合成 乙酰缩醛

聚氯乙烯支载三氯化铁(PVC-FeCl3)试剂在室温条件下能方便快速催化各类醛与乙酸酐反应,以良好产率(75%～96%)生成相应乙酰缩醛。     

An expeditious synthetic protocol for chlorination of imidazole N-oxide: Synthesis of 2-chloroimidazoles

An expeditious, one-pot and room temperature protocol is reported for the synthesis of 2-chloroimidazoles from imidazole N-oxide. Simple mixing of the imidazole N-oxide, derived easily from diacetyl monoxime via three-component reaction, with oxalyl chloride in an agate mortar and pestle in open air affords the desired products in excellent yields. In view of versatile applications of 2-chloroimidazoles and only two other methods are known in the literatures that suffer from certain drawbacks, the present protocol could be of importance.     

聚二乙基二烯丙基氯化铵的合成与表征

以二乙基二烯丙基氯化铵为原料采用过硫酸盐水溶液引发体系合成了聚二乙基二烯丙基氯化铵(PDEDAAC).探讨了单体、引发剂和助剂EDTA的浓度及温度对产物的特性粘数和单体转化率的影响,确定了适宜的工艺条件,并用元素分析、FT-IR和1H NMR对产物的结构进行了表征.结果表明,当单体浓度≥3.00 mol/L、引发剂浓度为0.015~0.020 mol/L、EDTA浓度为0.40~0.60 mmol/L、聚合反应温度为50~55℃、反应时间为6 h时,产物的特性粘数可达223 mL/g,单体转化率大于98.00%.     

Synthesis of sterically-hindered peptidomimetics using 4-(4,6-dimethoxy-1,3,5-triazine-2-yl)-4-methyl-morpholinium chloride

Our study demonstrated that 4-(4,6-dimethoxy-1,3,5-triazine-2-yl)-4-methyl-morpholinium chloride (DMTMM) is a versatile coupling reagent for the synthesis of sterically-hindered peptidomimetics. It is superior to HBTU/HOBt and CDMT in controlling racemization and N-arylation, respectively.     

A silver(I)-catalyzed reaction of 2-alkynylbenzaldoxime with arylsulfonyl chloride

A silver-catalyzed reaction of 2-alkynylbenzaldoxime with arylsulfonyl chloride proceeds smoothly at room temperature to afford 4-tosyloxyisoquinolines in moderate to good yields. Additionally, the resulting 4-tosyloxyisoquinolines could be further elaborated through palladium-catalyzed coupling reactions leading to diverse isoquinolines.     

Synthesis of air-stable zwitterionic 2-phosphiniminium-arenesulfonates

Efficient synthetic methodology for preparation of 2-phosphiniminium-5-methylbenzenesulfonate zwitterions is reported. Staudinger reaction between phosphines and n-propyl 2-azido-5-methylbenzenesulfonates followed by sulfonate ester deprotection using pyridinium tetrafluoroborate/pyridine afforded the zwitterions in excellent yields. This new route directly accesses ortho-substituted-arenesulfonate ligands that incorporate a phosphinimine, a strong σ-donor.     

The determination and characterisation of 2-naphthyloxycarbonyl chloride derivatised biogenic amines in pet foods

The need to monitor biogenic amines levels is essential for many areas of the food industry for two main reasons: the caustic nature and potential toxicity of these amines, and the potential to use amine levels as markers for freshness and quality in foodstuffs. Optimised analysis conditions used for the determination of biogenic amines derivatised with 2-napthyloxycarbonyl chloride has been applied to different pet food samples to assess the effectiveness of this method for complex sample matrices. Further to this, the use of high-resolution mass spectrometry has enabled the previously unconfirmed derivatised form of seven biogenic amines to be established. The derivatised forms identified include as mono substituted (tryptamine and histamine), bisubstituted (putrescine, cadaverine and tyramine), trisubstituted (spermidine) and tetrasubstituted (spermine). The methodology of biogenic amine determination was performed successfully to a range of pet food products highlighting the applicability to a variety of complex sample matrices.     

溴乙酸叔丁酯的简便合成法

首先以溴乙酸与氯化亚砜反应制备并分离得到溴乙酰氯,然后使其与叔丁醇在常温下反应合成溴乙酸叔丁酯．重点研究了影响酯化反应的因素,确定了酯化反应的最佳条件：三聚磷酸钠为缚酸剂,氯仿为溶剂,溴乙酰氯与叔丁醇的物质的量比1：1．15,收率93．6％．     

Synthesis of pyrimidine derivatives via multicomponent reaction catalyzed by ferric chloride

An eco-friendly and practical approach was developed for the synthesis of pyrimidine derivatives via a one-pot, three-component coupling reaction of commercially available aldehydes, alkynes, and indazole3/triazole catalyzed by ferric chloride with good to excellent yields. The advantages of this method include environmentally friendly catalyst, easily available materials, and ease of product isolation.     

Synthesis of phosphorus-containing polyoxamacrocycles with one to two reactive thiophosphoryl chloride groups

Novel phosphorus-containing polyoxamacrocycles with one to two reactive thiophosphoryl chloride groups 5,6,7,8 were synthesized from bishydroxyl compounds 1,2,3,4 and thiophosphoryl chloride respectively.Their structures were confirmed by ~1H NMR,~(13)C NMR,~(31)p NMR and elemental analysis.