Synthesis and thermal decomposition of haloalkoxy-sym-triazines 5. Thermal decomposition of 2-methoxy(methylthio)-4-[1,3-dichloropropoxy(3-chloro-1-propoxy)]-6-dimethylamino-sym-triazines

2-Methoxy (methylthio)-4-(1, 3-dichloropropoxy)-and 2-methoxy (methylthio)-4-(3-chloro-1-propoxy)-6-dimethylamino-sym-triazines were synthesized and subjected to thermolysis, as a result of which chloromethyltetrahydrooxazolo-, N-2, 3-di-chloropropyl-sym-triazines and tetrahydrooxazino-and tetrahydrothiazino-sym-triazines, respectively, were obtained. The thermolysis of haloalkoxy-sym-triazines proceeds via a concerted mechanism. See [4] for communication 4. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 411–415, March, 1980.     

Synthesis and thermal decomposition of haloalkoxy-sym-triazines. 6. Synthesis and thermolysis of 2-(2-chloroethoxy)-4-N-methyl-N-cyanoamino-6-dialkylamino-syn-triazines

2-(2-Chloroethoxy)-4-N-methyl-N-cyanoamino-6-dialkylamino-sym-triazines were synthesized. It was established that thermolysis of the indicated compounds in xylene is accompanied by dechloroalkylation; however, it takes place at the site of both the dialkylamino and alkylcyanoamino groups to give a mixture of two imidazo-sym-triazines. The structures of the latter were confirmed by data from the IR, PMR, and mass spectra.See [4] for Communication 5.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 11, pp. 1558–1560, November, 1980.     

Synthesis and thermal decomposition of haloalkoxy-sym-triazines. 7. Thermal decomposition of 2-dialkylamino-4-(2-chloroethoxy)-6-methoxyamino-sym-triazines

Two 2-dialkylamino-4-(2-chloroethoxy)-6-methoxyamino-sym-triazines were synthesized. It was established that when they are heated at 120° C, the 2-chloroethoxy group undergoes rearrangement with cyclization to give 2-dialkylamino-4-oxo-8-methoxy-6, 7-dihydroimidazo [1,2-a]-sym-triazines, the structure of which was confirmed by data from the IR, PMR, and mass spectra.See [6] for Communication 6.Translated from Khimiya Geterotsilicheskikh Soedinenii, No. 8, pp. 1122–1124, August, 1981.     

Synthesis and thermal decomposition of haloalkoxy-sym-triazines. 11. Synthesis and thermolysis of 2-(2-chloroethoxy)-4-N-methyl-N-methoxyamino-6-dimethylamino-sym-triazine

2-(2-Chloroethoxy)-4-N-methyl-N-methoxyamino-6-dialkylamino-sym-triazines were synthesized. In the case of the dimethylamino derivative it was established that thermolysis gives a mixture of oxooxazolo- and oxoimidazo-sym-triazines, the structures of which were proved by data from the IR, PMR, and mass spectra. A probable scheme for the rearrangement-cyclization reaction is proposed.See [5] for communication 10.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 8, pp. 1125–1128, August, 1985.     

Synthesis and thermal decomposition of haloalkoxy-sym-triazines

The reaction of 4,6-bis[alkyl(dialkyl)amino]- or (4-alkylamino-6-dialkylamino-sym-triazin-2-yl)trimethylammonium chlorides with ethylene chlorohydrin and the action of phosphorus pentachloride on 2--hydroxyethoxy-sym-triazines give 2--chloroethoxy derivatives of sym-triazine, which on heating are converted to imidazo[1,2-a]-sym-triazine derivatives.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 262–265, February, 1977.     

Synthesis and thermal decomposition of haloalkoxy-sym-triazines

Reaction of [2-methylthio-6-dialkylamino-sym-triazin-4-yl]trimethylammonium chlorides with ethylene chlorohydrin gave 2-methylthio-4-(2-chloroethoxy)-6-dialkylamino-sym-triazines, which are converted to 2-methylthio-3-(2-chloroethyl)-4-oxo-6-dialkylamino-3,4-dihydro-symtriazines when they are heated to 115–120°C and to the corresponding tetrahydrothiazolo-symtriazine derivatives when they are heated at 180–190°C.See [1] for communication II.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1420–1423, October, 1977.     

Synthesis and properties of 1-(6-methoxy)-2-benzothiazolyl)-2-pyridones

Substituted ]-(6-methoxy-2-benzothiazolyt)-2-pyridones were prepared from 2-amino-6-methoxybenzathiazate through N-(6-methoxy-2-benzothiazotyl) cyanvorearmileaznd-3-aryl-N-(6-methoxy-2-benzothiazolyt)-2-cyano-2-propenamides. The cyclization of the latter with malonodinitrile in the presence of piperidine gave the corresponding pyridones. The structures of the synthesized compounds were confirmed by¹H NMR and mass spectral data.Department of Organic Chemistry, Mass Spectrometry Laboratory, Slovak Technical University, 812 37 Bratislava, Slovakia. Published in Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1402–1404, October, 1995. Original article submitted August 24, 1995.     

Synthesis and reactions of 3-acetyl-6-methyl-2-(methylthio)pyridine

A reaction of methyllithium with 3-cyano-6-methylpyridine-2(1 H)-thione followed by alkylation of the resulting 3-acetylpyridinethione, or a direct reaction of methyllithium with 3-cyano-6-methyl-2-(methylthio)pyridine, afforded 3-acetyl-6-methyl-2-(methylthio)pyridine. The ketone obtained was examined in bromination reactions under various conditions. Bromi-nation in methanol or chloroform, proceeding through the formation of sulfonium bromides, gave substituted 3-(bromoacetyl)pyridine. A reaction of 3-acetyl-6-methyl-2-(methyl-thio)pyridine with N-bromosuccinimide in CCl4 afforded N-(pyridinesulfenyl)succinimide. The bromo ketone was used for the synthesis of various heterocyclic compounds.     

2-(4-甲氧羰基苯基)-5-硝基-6-羟基苯并噁唑的热分解机理及动力学

顺式聚对苯撑苯并二噁唑(cis-poly-paraphenyl enebenzobisoxazole,简称PBO)引起了人们的重视[1-3]。由PBO制得的高性能纤维的商品名为Zylon[2],Zylon不仅具有高的机械强度,而且具有高的热氧化稳定性[2,4-5]。PBO纤维和PBO复合材料在宇航、武器装备等领域中有广阔的应用前景[1-     

Synthesis and some conversions of 4-aryl-6-methyl-2-methoxy(phenyl)-5-nitro-1,4-dihydropyrimidines

The reaction of 1-arylidene-1-nitropropan-2-ones with O-methylisourea (or benzamidine) in the presence of aluminum oxide gave 4-aryl-6-methyl-2-methoxy(phenyl)-5-nitro-1,4-dihydropyrimidines. It was shown that the reactions of the compounds synthesized with electrophilic agents proceed at the exocyclic methyl group, as well as at the N₍₁₎, N₍₃₎, and C₍₅₎ atoms of the 1,4-dihydropyrimidine fragment of the molecule.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1398–1404, October, 1993.     

Synthesis and Crystal Structure of (Z)-Ethyl-4-(4-methoxy)benzylidene-2-(3,5-dimethoxypheny-tetrahydrofuran-3,3-dicarboxylate

The title compound (Z)-ethyl-4-(4-methoxy)benzylidene-2-(3,5-dimethoxyphenyl)- tetrahydrofuran-3,3-dicarboxylate has been synthesized, and its crystal structure was characterized by X-ray single-crystal diffraction. The crystal belongs to triclinic, space group P1-, with a = 8.140(3), b = 11.966(4), c = 13.771(5) α = 67.366(4), β = 85.165(5), γ = 75.806(4)°, V = 1200.1(7) 3, Z = 2, C26H30O8, Mr = 470.50, Dc = 1.302 g/cm3, F(000) = 500, λ(MoKα) = 0.71073 , μ = 0.096 mm–1, R = 0.0659 and wR = 0.1841 for 3080 observed reflections (I > 2σ(I)). As a key intermediate of HIV-1 integrase inhibitor, the synthesis and structure confirmation of the title compound are important for further studies.     

Synthesis and thermal decomposition of halogenalkoxy(thio)-sym -triazines. 12. Synthesis and certain transformations of 2-dialkylamino-4-oxo-6-cyanodihydrothiazolo-sym-triazines

2-(2-Chloro-2-cyanoethylthio)-sym-triazines were synthesized by reacting mercapto-sym-triazines with 2,3-dichloropropionitrile in the presence of alkali and with 2-chloroacrylonitrile. Their rearrangement-cyclization leads to 2-dialkylamino-4-oxo-6-cyano-dihydrothiazolo-sym-triazones.For communication 11, see [7].Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 7, pp. 978–980, July, 1987.     

2-氰基-3-甲硫基-3-(4-甲基或6-甲基苯并[d]噻唑-2-氨基)丙烯酸酯类化合物的合成和抗病毒活性研究

以氰基乙酸和氰基乙酸乙酯为起始原料,采用活性基团拼接的方法,将苯并噻唑基团引入氰基丙烯酸酯中,设计合成了14个含有苯并噻唑基团的氰基丙烯酸酯(酰胺)类化合物3.所有化合物结构经过1H NMR,13C NMR,红外光谱和元素分析确证,并对所合成的目标化合物3进行了室内抗烟草花叶病毒(TMV)和抗黄瓜花叶病毒(CMV)活性测试.结果表明该类化合物具有一定的抗TMV和抗CMV活性.在0.5 mg/mL时,化合物3b,3c,3d对CMV表现出较好的活体治疗活性,抑制率分别为46.3％,45.1％,43.7％.     

Synthesis and thermal reaction of 2-perfluoropropyl or (2-pyridyl)-5-phenyl-6-[4-(4-ethynylphenoxy) phenyl] -as-triazine

4-(4-Ethynylphenoxy) benzil was separately reacted with two amidrazones to provide acetylene-containing phenyl-as-triazine products. Each product consisted of two isomers which were separated by high pressure liquid chromatography and analyzed by mass spectroscopy. Differential scanning calorimetry was employed to study the thermal reaction of the acetylene-containing phenyl-as-triazine products. The principal component from the thermally induced reaction of the acetylene-containing phenyl-as-triazine was identified by mass spectroscopy as a dimer.     

Synthesis and Crystal Structure of 3-（4-Chlorophenyl）-8-cyano-2-（di-isopropylamino）-5-methyl-7-（methylthio）-pyrido[4,3-d]pyrimidine-4（3H）-one

The crystal structure of the new title compound 3-(4-chlorophenyl)-8-cyano-2-(di-iso-propylamino)-5-methyl-7-(methylthio)-pyrido[4,3-d]pyrimidine-4(3H)-one(C22H24ClN5OS,Mr = 441.97)has been determined by single-crystal X-ray diffraction. The crystal is of orthorhombic,space group Pna21 with a = 7.6721(5),b = 18.9370(11),c = 15.6260(9),V = 2270.2(2)3,Z = 4,Dc = 1.293 g/cm3,F(000)= 928,μ = 0.283 mm-1,MoKa radiation(λ = 0.71073 ),R = 0.0494 and wR = 0.1062 for 3278 observed reflections with I > 2σ(I). X-ray diffraction analysis reveals that all ring atoms in the py-ridopyrimidinone moiety are almost coplanar. Intramolecular C(20)-H(20)···N(4),C(19)-H(19A)···N(3),C(18)-H(18C)···N(3)and C(16)-H(16B)···O(5)hydrogen bonds together with weak C···π interactions are found in the structure.     

Efficient Synthesis of 2-(8-Quinolinoxy)-4H-imidazolin-4-ones

IntroductionMany N- heterocycles including 4H - imidazolin-4- ones show bactericidal and fungicidal activities,especially those with a 2 - alkoxyl substituent[1— 5] .The efforts to discover the new biologically activederivatives reflected by the still important numberof publications and patents have been devoted tothe subject[6— 11] .For example,some 2 - amino or 2 -alkylthio substituted 4H- imidazolin- 4- ones showsignificant antifungal and antibacterial activi-ties[7— 9] ,whereas others …     

Synthesis and thermal decomposition of halogenoalkoxy-, halogenoalkylthio-, and halogenoalkoxyamino-sym-triazines 13. Synthesis and thermolysis of 4,6-disubstituted 2-(2-chloroethoxy)- and 2-(2-chloroethylamino)-sym-triazines

4-Amino-, 4-methoxy-, 4-methylthio-, 4-alkylamina-, and 4-dialkylamino-6-alkyl(dialkyl)amino-2-(2-chloro-ethoxy)-sym-triazines and the corresponding 2-(2-chloroethylamino)-sym-triazines were obtained. Their cyclization led to the sym-triazinium chlorides or imidazo-sym-triazines.For Communication 12, see [1].Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 228–230, February, 1992.