Synthesis of 2-Methyl-4-quinolyl Isothiocyanate

A procedure has been developed for the synthesis of substituted 2-methylquinolin-4-ylthiuronium salts by reaction of 2-methyl-4-chloroquinoline with N-substituted thioureas. Alkaline hydrolysis of these salts yields 2-methyl-4-quinolyl isothiocyanate instead of the expected 2-methylquinoline-4-thiol.     

Characteristics of the Synthesis of Substituted and Condensed 2-Methyl-1,3-diazoles

Condensation of aliphatic and carbocyclic α-bromo ketones with thioacetamide in ethanol usually leads to substituted or condensed 2-methyl-1,3-thiazoles. However in a number of cases the required compounds are only obtained in pyridine. __________ Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 8, 1244–1249, August, 2005.     

4—甲基—7—巯基—2（1H）—喹啉酮的合成

以间氨基苯硫酚为起始原料,与乙酰乙酸乙酯一步环合得目标产物4－甲基－7－巯基－2（1H)-喹啉酮（4）,收率：22％;以间苯二胺为起努原料,经乙酰乙酸乙酯环合,重氮化,二硫化合物的形成及盐酸锌和粉还原获得目标产物4,收率：59％。     

Synthesis of a 2-Methyl-4-sulfanilamido-s-triazine derivative

An attempt to obtain 2-methyl-4-sulfanilamido-s-triazine (XXI) by condensation of 2-amino-4-methyl-s-triazine (II) with p-acetamidobenzenesulfonyl chloride (III) in pyridine and in benzene containing trimethylamine gave instead the unexpected products, guanidine N-acetylsulfanilate (IV) (after hydrolysis) and N¹,N¹-dimethylsulfanilamide (V), respectively. On the other hand, 2-methyl-4-methylthio-6-sulfanilamido-s-triazine (XIX) was obtained from 4,6-dimethylthio-s-triazine (XVII), but the reduction of XIX with Raney nickel in aqueous sodium hydroxide solution also gave an unexpected compound, sulfaguanidine (XX).     

Synthesis of 1-Isonicotinoyl-3-Methyl-4-(Substituted AZO) Pyrazol-5-Ones

Isonicotinic acid hydrazide (INH) and their derivatives are generally used as antitubercular agent. We synthesised 1-isonicotinoyl-3-methyl-4-(substituted azo) pyrazol-5-one and their derivatives. Their Rf values, chemical analyses and IR spectra were recorded, The compounds had shown significant central nervous system stimulant activity.     

Synthesis of Derivatives of (4-Methyl-2-Quinolylthio)acetic and (4-Methyl-2-Quinolylthio)propionic Acids

An efficient synthesis has been developed for derivatives of (4-methyl-2-quinolylthio)acetic and (4-methyl-2-quinolylthio)propionic acids by the reaction of 4-methyl-2-thioxoquinoline with methyl methacrylate, the amide of methacrylic acid, acrylonitrile, ethyl bromoacetate, and ethyl acrylate. The hydrolysis of the resultant intermediates by (quinolylthio)acetic and (quinolylthio)propionic acids gave the corresponding acid products, which are also formed in the reaction of 4-methyl-2-thioxoquinoline with chloroacetic and acrylic acids. The reaction of 4-methyl-2-thioxoquinoline with allyl bromide was studied. The potassium permanganate oxidation of the resultant 2-allylthio-4-methylquinoline led to (4-methyl-2-quinolylthio)acetic acid.__________Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 403–406, April, 2005.     

Copper(II) chloride and bromide complexes of 2-(2′-Methyl-8′-quinolyl)benzoxazole and 2-(2′ or 4′-methyl-8′-quinolyl)benzimidazole

Summary Copper(II) complexes [CuLX₂], where L = 2-(2-methyl-8-quinolyl)benzoxazole, 2-(2-methyl-8-quinolyl)benzimidazole or 2-(4-methyl-8-quinolyl)-benzimidazole and X = Cl or Br, have been synthesized and characterized by conductivity and magnetic measurements, i.r., electronic and e.s.r. spectra.The ligands always behave as bidentateN-donors giving rise to monomeric compounds withpseudo-tetrahedral coordination geometry.     

(2R,4S)-4-甲基-2-哌啶甲酸乙酯的合成

以S-(-)-α-苯乙胺为原料,经一锅法制得1-(1-苄基)-6-乙氧羰基-4-甲基-3,4-二氢哌啶(3),收率58.7%。以10%Pd/C为催化剂,3经催化氢化脱苄合成了4-甲基-2-哌啶甲酸乙酯(4),收率96%;4通过减压分馏得(2R,4S)-4,含量95%,其结构经1H NMR,IR和MS确证。     

一锅合成异硫氰酸酯

以N,N-二乙基乙胺(Et₃N)为碱,甲苯为溶剂,伯胺和CS₂为原料,叔丁基碳酸二乙基磷酸酐(3)为脱硫试剂,在n(伯胺):n(CS₂):n(Et₃N):n(3)=1:1.1:3.3:1.1,二硫代甲酸盐合成段反应温度为室温,脱硫反应段为-5 ℃至室温的实验条件下,两步一锅合成了系列烷基、芳基和双功能基异硫氰酸酯化合物,收率77%96%。 本方法底物适用范围广,操作简单,对胺的各种保护基团耐受,不引起消旋化副反应。 脱硫剂3作为一种新的脱硫试剂,商业易得,安全有效。     

Synthesis and transformations of 2-(2-quinolyl)cinchoninic acid

2-(2-Quinolyl)cinchoninic acid was synthesized, decarboxylated, and its isoamyl ester and diethylamide were obtained. The new compounds form colored Cu(I) complexes.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 641–642, May, 1971.     

Copper(II) chloride complexes of 2-(4′-Methyl-2′-pyridyl)-benzoxazole,their sulphur and nitrogen analogues and 2-(4′-Methyl-2′ {or8′} -quinolyl)benzoxazoles

Summary Copper(II) complexes CuLCl₂, where L=2-(4-methyl-2-pyridyl)benzimidazole(mpbi); 2-(4-methyl-2-pyridyl)benzothiazole(mpbt); 2-(4-methyl-2-pyridyl)benzoxazole (mpbo); 2-(4-methyl-2-quinolyl)benzoxazole (mqbo); 2-(4-methyl8-quinolyl)benzoxazole (mqbo), and Cu(mpbi)₂Cl₂(H₂O) have been synthesized and characterized by conductivity and magnetic measurements as well as by i.r., electronic and e.s.r. spectra. The ligands are bidentate donors through the pyridine and isoxazole nitrogen atoms. The CuLCl₂ complexes exhibit spectral properties consistent with CuN₂Cl₂ chromophores differing in the degree of tetrahedral distortion, which is found to parallel the steric hindrance near the donor sites. Cu(mpbi)₂ Cl₂(H₂O) is five-coordinate.     

"一锅法"合成5-甲基-4-甲酰基-己腈

以异戊醛,吗啉和丙烯腈为原料,用一锅法合成了5-甲基-4-甲酰基-己腈.通过正交试验确定了最佳的反应条件异戊醛0.1 mol,n(异戊醛)n(吗啉)n(丙烯腈)＝1.01.21.4;溶剂[V(甲醇)V(水)＝182]200 mL·mol-1(以烯胺计),于70 ℃反应15 h(第2步),产率96.06%,产物易分离和纯化.     

2-(5-甲基-2-苯基-噁唑基)乙醇的合成

2-(5-甲基-2-苯基-噁唑基)乙醇的合成;Dakin-West反应;还原     

14N and 15N NMR Spectroscopy of 2-Methyl-4,5-dinitro-1,2,3-triazole and of Substituted 2-Methyl-4(5)-nitro-1,2,3-triazole 1-Oxides

Analysis of the ¹⁴N and ¹⁵N NMR spectroscopic data of 2-methyl-4,5-dinitro-1,2,3-triazole and of substituted 2-methyl-4(5)-nitro-1,2,3-triazole 1-oxides has shown the possibility of applying them for confirmation of the structures of the studied compounds.     

4-甲基-5-卤代-2-噻吩甲醛和2,4-二甲基-5-卤代噻吩的合成

以3-甲基噻吩为原料,经过卤代反应、Vilsmeier甲酰化反应和Wollf L-Kishner-Huang minion反应合成了4-甲基-5-卤代-2-噻吩甲醛和2,4-二甲基-5-卤代噻吩,其结构经NMR,IR,MS和元素分析确证.     

糖基异硫氰酸酯的合成及其应用

作为一类重要的有机合成中间体,糖基异硫氰酸酯广泛地应用于具有生理活性化合物的制备。本文对糖基异硫氰酸酯的结构、制备方法,以及作为中间体在糖基硫脲、糖基杂环、胍基糖苷、糖基缀合物等重要化合物的合成中的应用作了较详尽阐述。在对这些研究现状进行分析的基础上,对该研究领域下一步的发展方向提出了我们的观点。