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1.
以2-溴丙酸甲酯、α,α-二氯甲基甲醚和胍唑为原料, 经缩合以及环化反应制得2-氨基-6-甲基-5-氧代-4,5-二氢-1,2,4-三氮唑并[1,5-a]嘧啶. 为了提高其在有机溶剂中的溶解性, 该化合物再同1-溴丁烷发生亲核取代反应得到了2-氨基-6-甲基-5-氧代-4-正丁基-4,5-二氢-1,2,4-三氮唑并[1,5-a]嘧啶, 然后与芳基醛和叔丁基异氰发生Ugi多组分反应, 合成了一系列具有潜在催吐活性的2-取代氨基-6-甲基-5-氧代-4-正丁基-4,5-二氢-1,2,4-三氮唑并[1,5-a]嘧啶类衍生物, 产品结构经质谱、核磁共振谱及元素分析确认. 相似文献
2.
V. V. Lipson V. V. Borodina M. G. Shirobokova S. M. Desenko O. V. Shishkin R. I. Zubatyuk 《Chemistry of Heterocyclic Compounds》2007,43(4):490-495
Interaction of 3-amino-5-methylpyrazole, 3-amino-5-methylthio-, and 3,5-diamino-1,2,4-triazole with Meldrum’s acid, acetone,
ethyl methyl ketone, and cyclohexanone leads to alkyl-substituted pyrazolo[3,4-b]pyridin-6-ones and 1,2,4-triazolo[1,5-a]pyrimidin-7-ones
respectively. The structure of 5,5-dimethyl-2-methylthio-4,5,6,7-tetrahydro-1,2,4-triazolo[1,5-a]pyrimidin-7-one was demonstrated
by an X-ray structural investigation.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 595–601, April, 2007. 相似文献
3.
G. G. Danagulyan D. A. Tadevosyan R. A. Tamazyan G. A. Panosyan 《Chemistry of Heterocyclic Compounds》2006,42(2):233-245
It has been shown from X-ray structural analytical data that the reaction of 2-ethoxycarbonylmethyl-1,4,6-trimethylpyrimidinium
iodide with carboxylic acid hydrazides gives pyrazolo[1,5-a]pyrimidine derivatives and not the isomeric triazolo[4,3-a]pyridines
previously reported. This novel and previously unreported rearrangement of 1,2-dialkylpyrimidinium salts occurs via recyclization
of the pyrimidine ring with inclusion of a fragment of the nucleophilic reagent into the transformation product.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 262–275, February, 2006. 相似文献
4.
M. M. Vartanyan O. L. Eliseev T. Yu. Solov'eva V. A. Petukhov 《Russian Chemical Bulletin》1993,42(11):1921-1922
The reaction of 3-formyl-2-methoxy-1,6-dioxaspiro[4.4]nonanes with 3-amino-1,2,4-triazole gives 2-(1,2,4-triazolo[1,5-a]pyrimid-6-yl)methylenetetrahydrofurans in 51–65% yields.Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 11, pp. 2004–2005, November, 1993. 相似文献
5.
以2-苄硫基-5-甲基-7-羟基-1,2,4-三唑并[1,5-a]嘧啶为原料,经醚化、肼解、成盐、关环和席夫碱反应合成了20个新型的含1,2,4-三唑-5-硫酮席夫碱的1,2,4-三唑并[1,5-a]嘧啶类化合物,通过IR,1H NMR,MS和元素分析对所合成的化合物进行了结构表征.初步生物活性测试结果表明,部分化合物表现出一定的抑菌或较好的抗烟草花叶病毒(TMV)活性.在500μg/mL浓度下,化合物6b,6f和6p对TMV的抑制率分别为41%,43%和40%. 相似文献
6.
G. G. Danagulyan G. A. Panosyan A. P. Boyakhchyan 《Chemistry of Heterocyclic Compounds》2002,38(5):581-585
With the object of studying the factors influencing the course of enamine rearrangements, we have carried out the N-alkylation of alkyl- and aryl-substituted pyrazolo[1,5-a]pyrimidines. Using the NOEDIF NMR spectroscopic method for the cases of 5,7-dimethyl-2-phenyl- and 2,5,7-triphenylpyrazolo[1,5-a]pyrimidines it was found that addition of the alkyl group occurs at the N(4) atom of the pyrimidine fragment in the pyrazolo[1,5-a]pyrimidine. It was shown that, when reacting with an alcoholic solution of methylamine, the 5,7-dimethyl-2-phenyl- and 2,5,7-triphenylpyrazolo[1,5-a]pyrimidine iodomethylates undergo decomposition to give 5-methylamino-3-phenylpyrazole and 5-(1,3-diphenyl-3-methylamino-2-propenylid-1-ene)amino-3-phenylpyrazole. 相似文献
7.
Fabrizio Bruni Silvia Selleri Annarella Costanzo Gabriella Guerrini Maria Lucia Casilli 《Journal of heterocyclic chemistry》1994,31(5):1193-1198
A series of 7-methylpyrazolo[1,5-a]pyrimidines were reacted with dimethylformamide dimethylacetal to give the corresponding dimethylaminovinyl derivatives. These were reacted with ammonium acetate affording, through a ring closure, a number of 6-methylpyrazolo[1,5-a]pyrido[3,4-e]pyrimidines bearing various substituents on the pyrazole ring. The 6-acetyl-2-hydroxy-7-methylpyrazolo[1,5-a]pyrimidine was used as starting material for obtaining some O-alkyl derivatives. Catalytic transfer hydrogenation of 2-benzyloxy-6-methylpyrazolo[1,5-a]pyrido[3,4-e]pyrimidine led to the 2-hydroxy derivative. 相似文献
8.
M. Yu. Onysko O. V. Svalyavin A. V. Turov V. G. Lendel 《Chemistry of Heterocyclic Compounds》2008,44(7):872-875
The reaction of 4-imino-1-methyl-5-phenyl-6-propargylthio-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidine with halogens leads to
the formation of (Z)-8-halomethylene-4-imino-1-methyl-5-phenyl-4,5,7,8-tetrahydro-1H-pyrazolo[4,3-e][1,3]thiazolo[3,2-a]pyrimidinium
trihalide.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 7, pp. 1085–1088, July, 2008. 相似文献
9.
The [(PPh3)2RuHCl(CO)(Hmtpo)] complex has been prepared and studied by IR, NMR, UV–VIS spectroscopy and X-ray crystallography. The complex was prepared in reactions of [RuHCl(CO)(PPh3)3] with 7-hydroxy-5-methyl[1,2,4]triazolo[1,5-a]pyrimidine in methanol. The electronic structure and UV–Vis spectrum of the obtained compound have been calculated using the TD–DFT method. 相似文献
10.
V. V. Lipson S. M. Desenko V. V. Borodina M. G. Shirobokova 《Chemistry of Heterocyclic Compounds》2007,43(12):1544-1550
The cyclocondensation of 3-amino-4-cyanopyrazole and 3-amino-4-ethoxycarbonylpyrazole with 1,3-diaryl-2,3-propen-1-ones gives
the corresponding 3-substituted 5,7-diaryl-4,7(6,7)-dihydropyrazolo[1,5-a]pyrimidines. Their tautomeric composition in solution
has been investigated by 1H NMR.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 12, pp. 1824–1832, December, 2007. 相似文献
11.
Synthesis and reactions of 1-R-3-benzoyl-5-ethoxycarbonyl-6-oxo-1,2,3,6-tetrahydropyridine-2-thiones
V. N. Britsun A. N. Esipenko A. N. Chernega E. B. Rusanov M. O. Lozinskii 《Chemistry of Heterocyclic Compounds》2007,43(11):1411-1419
Cycloacylation of N-R-3-oxo-3-phenylpropanethioamides by diethyl ethoxymethylenemalonate occurs selectively to form 1-R-3-benzoyl-5-ethoxycarbonyl-6-oxo-1,2,3,6-tetrahydropyridine-2-thiones
which are convenient starting materials for the synthesis of bi-and tricyclic hetero systems including the previously unknown
9-R-7-ethoxycarbonyl-5-phenyl-8,9-dihydropyrido[2,3-d][1,2,4]triazolo[1,5-a]-pyrimidin-8-ones.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 11, pp. 1660–1669, November, 2007. 相似文献
12.
13.
G. G. Danagulyan L. G. Sahakyan G. A. Panosyan 《Chemistry of Heterocyclic Compounds》2000,36(2):185-189
The condensation of substituted 2-benzyl-4-hydrazinopyrimidines with phenylpyruvic acid gave the corresponding hydrazones, which cyclize upon the action of POCl, to give derivatives of pyrimido[6,1-c][1,2,4]-triazine. The substituted 2-benzylpyrimidinylhydrazides of some carboxylic acids react with POCl, to give 1,2,4-triazolo[4,3-c]pyrimidines. The reaction of 7-benzyl-5-methyl-l-phenyl-1,2,4-triazolo[2,3-c]pyrimidine with sodium ethylate leads to rearrangement and formation of 7-benzyl-5-methyl-2-phenyl-1,2,4-triazolo[2,3-c]pyrimidine.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 225–229, February, 2000. 相似文献
14.
V. V. Lipson S. M. Desenko I. V. Ignatenko O. V. Shishkin S. V. Shishkina 《Russian Chemical Bulletin》2006,55(2):345-350
The reaction of 5-methyl-7-phenyl-4,7-dihydro-1,2,4-triazolo[1,5-a]pyrimidine with α,β-unsaturated carbonyl compounds in MeOH in the presence of MeONa affords partially hydrogenated aryl-substituted
[1,2,4]triazolo[5,1-b]quinazolines. Hydrolysis, oxidation, reduction, and alkylation of 5,6,8-triphenyl-5,6,7,10-tetrahydro[1,2,4]triazolo[5,1-b]quinazoline were studied. The structure of one oxidation product, viz., 7-hydroxy-5,6,8-triphenyl-6,7-dihydro[1,2,4]triazolo[5,1-b]quinazoline, was established by X-ray diffraction.
Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 2, pp. 335—340, February, 2006. 相似文献
15.
16.
Brian A Johns Kristjan S GudmundssonElizabeth M Turner Scott H AllenDavid K Jung Connie J SextonF.Leslie Boyd Jr. Michael R Peel 《Tetrahedron》2003,59(45):9001-9011
Synthesis of a novel class of 7-amino-3-pyrimidinyl-pyrazolo[1,5-a]pyridine antiherpetic compounds is described. The synthetic methodology is designed to allow for rapid analog synthesis around the C-3 and C-7 positions of the pyrazolo[1,5-a]pyridine. The 7-chloropyrazolo[1,5-a]pyridine D, produced through an azirine rearrangement, served as a key building block. Two complementary methodologies for construction of the C-3 pyrimidine are described. These methods include the development of a novel cyclization utilizing alkynyl ketones or enones to give highly substituted pyrimidines. The outlined strategies facilitated late stage manipulation of either the C-3 or C-7 positions providing flexibility for rapid analog synthesis. 相似文献
17.
Twelve [1,2,4]-triazolo[1,5-a]pyrimidine derivatives had been designed and synthesized by using substituted hydrazine hydrate as starting materials.The synthesized compounds were confirmed by elemental analysis,Infrared spectra and 1~H NMR techniques.Preliminary bioassay indicated that some of them displayed good herbicidal activities. 相似文献
18.
The interaction of 6-allylthio-4-imino-1-methyl-3-methylthio-5-phenyl-1,5-dihydro-4H-pyrazolo[3,4-d]-pyrimidine with bromine
leads to the formation of 8-bromomethyl-4-imino-1-methyl-3-methylthio-5-phenyl-4,5,7,8-tetrahydro-1H-pyrazolo[4,3-e][1,3]thiazolo[3,2-a]
pyrimidinium tribromide.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 602–604. April, 2007. 相似文献
19.
B. S. Fedorov A. N. Utienyshev A. A. Ghidaspov E. V. Kachanovskaya V. V. Bakharev M. A. Fadeev 《Chemistry of Heterocyclic Compounds》2005,41(4):496-502
A new heterocyclic compound, 3-methyl-5-trinitromethyltetrazolo[1,5-a]-1,3,5-triazin-7-one, was synthesized by the reaction of methyl iodide and the silver salt of 5-trinitromethyltetrazolo[1,5-a]-1,3,5-triazin-7-one. An X-ray diffraction structural analysis of this product was carried out and feasibility was demonstrated for the nucleophilic substitution of the trinitromethyl group in this compound by the action of phenol, phenol derivatives, and thiophenol.__________Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 582–588, April, 2005. 相似文献
20.
Cyclodehydrogenation of the benzalhydrazino derivatives 5 and 6 gave 6-cyano-7-(4-methoxyphenyl)- 2-phenyl-5-oxo-1,2,4-triazolo[1,5-a]pyrimidine (8) and 6-cyano-7-(4-methoxyphenyl)-4-methyl-2-phenyl- 5-oxo-1,2,4-triazolo[1,5-a]pyrimidine (9) respectively. Melhylation, acetylation and benzylation of 8 gave the corresponding N-methyl, acetyl and benzyl derivatives 10-12 . Methylation of 5 with dimethylsulfate gave 2-benzalhydrazino-5-cyano-3-methyl-6-(4-methoxyphenyl)-3,4-dihydropyrimidin-4-one (6) , of which the reaction with acetic anhydride in pyridine afforded the N-acetylbenzalhydrazino derivative 15 . The latter was also prepared from acetylation of 5 followed by medthylation with iodomethane. Acetylation of 5 with boiling acetic anhydride afforded the diacetyl derivative 16 , whereas its benzylation gave the mono-N-benzyl derivative 14 . 相似文献