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1.
Microwave assisted efficient Hantzsch reaction via four-component coupling reactions of tetrazolo[1,5-α]quinoline-4-carbal-dehyde, dimedone/cyclohexane-1,3-dione,ethyl/methyl acetoacetate and ammonium acetate was described as the preparation of tetrazolo[1,5-α]quinoline based 1,4-dihydropyridines,acridine-1,8-diones and polyhydroquinolines.The process presented here is simple,rapid,environmentally welcoming and high yielding.All the derivatives were subjected to an in vitro antimicrobial screening against a representative panel of bacteria and fungi and results worth further investigations. 相似文献
2.
L. K. Papernaya E. P. Levanova L. V. Klyba A. I. Albanov 《Russian Journal of Organic Chemistry》2009,45(7):1036-1039
5-(2-Thienylsulfanyl)thiophene-2-carbaldehyde reacted with propane-1-thiol and propane-1,3-dithiol in the presence of chloro(trimethyl)silane to give previously unknown 5-[bis(propylsulfanyl)methyl]-2-(2-thienylsulfanyl)thiophene and 2-[5-(2-thienylsulfanyl)thiophen-2-yl]-1,3-dithiane. Chloromethylation of 5-(2-thienylsulfanyl)thiophene-2-carbaldehyde with formaldehyde in a stream of hydrogen chloride in the presence of zinc chloride resulted in the formation of an oligomeric product consisting of thiophene rings connected alternately by sulfur and methylene bridges. The oligomer is formed via fast polycondensation of the primary chloromethylation product with the initial aldehyde. 5-(2-Thienylsulfanyl)thiophene-2-carbaldehyde was oxidized at the sulfide and aldehyde groups with 30% hydrogen peroxide in glacial acetic to produce 5-(2-thienylsulfonyl)thiophene-2-carboxylic acid. 相似文献
3.
N. G. Kozlov S. L. Bondarev V. N. Knyukshto B. A. Odnoburtsev L. I. Basalaeva 《Russian Journal of Organic Chemistry》2010,46(11):1645-1651
The three-component condensation of 1- or 2-naphthylamines, aromatic aldehydes, and methyl 2-(benzo[1,3]dioxol-5-yl)-4,6-dioxocyclohexane-1-carboxylate
led to the formation of methyl 9-(cis,trans)-10-(1,3-benzodioxol-5-yl)-7-aryl-8-oxo-7,8,9,10,11,12-hexahydrobenzo[c]acridine-9-carboxylates or methyl 10-(cis,trans)-9-(1,3-benzodioxol-5-yl)-12-aryl-11-oxo-7,8,9,10,11,12-hexahydrobenzo[a]acridine-10-carboxylates. The spectral luminescence
properties of compounds obtained were investigated in ethanol at 293 and 77 K. 相似文献
4.
G. L. Arutyunyan K. A. Gevorkyan A. D. Arutyunyan R. V. Paronikyan G. M. Stepanyan G. A. Panosyan 《Russian Journal of Organic Chemistry》2014,50(10):1480-1484
A number of new 1,3-diazaadamantane derivatives containing quinoline fragments on C2 have been synthesized by condensation of 1,5-dialkyl-3,7-diazabicyclo[3.3.1]nonan-9-one, 1,5-dimethyl-3,7-diazabicyclo-[3.3.1]nonan-9-ol, and 1,5-dimethyl-3,7-diazabicyclo[3.3.1]nonane with 2-oxo-1,2-dihydroquinoline-3-carbaldehyde, 2-chloro- and 2-iodoquinoline-3-carbaldehyde, and quinoline-2-carbaldehyde. 相似文献
5.
1,4-苯并二氧六环木脂素类天然产物多数具有增加胆碱乙酰化酶和抗肝毒等活性 ,其活性主要源于 1 ,4-苯并二氧六环官能团 [1] . 1 ,4-苯并二氧六环木脂素的消旋全合成已有报道 [2 ] ,但其不对称合成还是空白[3] .我们发展了一条对映选择性合成 1 ,4-苯并二氧六环木脂素的简捷有效的路线 .基于前面的工作 [4 ] ,我们发现 1 ,4-苯并二氧六环醛类衍生物是合成此类天然产物的关键中间体 ,选择 2 - (4-羟基- 3-甲氧基 ) - 3-羟甲基 - 1 ,4-苯并二氧六环 - 6-醛 (1 )作为目标分子 ,其合成路线如下 :Reagents and conditions:( ) Me OH,H2 SO4,9… 相似文献
6.
Pervova I. G. Melkozerov S. A. Slepukhin P. A. Lipunova G. N. Barachevskii V. A. Lipunov I. N. 《Russian Journal of General Chemistry》2010,80(5):987-993
New benzimidazolyl-2-hydrazones of 2-furaldehyde, thiophene-2-carbaldehyde and pyridine-2-carbaldehyde were synthesized and
their structure was studied by 1H NMR and X-ray analysis. Photochemical properties of these compounds and of benzothiazolyl-2-hydrazones of 2-furaldehyde,
thiophene-2-carbaldehyde and pyridine-2-carbaldehyde in solutions were investigated. The process of phototransformation is
determined by the nature of the aldehyde fragment of hydrazones. 相似文献
7.
Wen Xin GU Xiao Bi JING Xiao Chuan CHEN Xin Fu PAN* Department of Chemistry National Laboratory of Applied Organic Chemistry Lanzhou University Lanzhou 《中国化学快报》2001,(3)
Numerous lignans containing 1,4-benzodioxane nucleus represent a class of natural products with cytotoxic and hepatoprotective activities1,2. Recently we have reported the racemic total synthesis of sinaiticin, a flavonolignan of the 1,4-benzodioxane type which was isolated from sinaiticum leaves found in sinai region of Egypt, using 2-(4-hydroxyphenyl)-3-hydroxymethyl-1,4-benzodioxan-6-carbaldehyde as the key interme-diate3,4. This species exhibits significant inhibitory activity against the … 相似文献
8.
The synthesis of a new heterocylic ring system is reported. The condensation of 9,10-dihydro-9-oxo-4-acridine carboxamide (7) with diethoxymethyl acetate gave pyrimido[5,6,1-d,e]acridine-3,7-dione (8). The amide 7 reacts with ethyl chloroformate to afford 2H-pyrimido[5,6,1-d,e]acridine-1,3,7-trione (9). 相似文献
9.
Knoevenagel condensation of 2-(benzothiazol-2-ylthio) acetonitrile (2) with either furan-2-carbaldehyde or thiophene-2-carbaldehydes leads to E-isomers 4a-b exclusively, while the condensation of the compound 2 with benzaldehyde or para-substituted benzaldehydes with an electron-donating group afforded E/Z mixtures 4c-e with preferentially formation of the E-isomer. Condensation of furan-2-carbaldehyde (3a) with either 1-(benzothiazol-2'-ylthio) propan-2-one (5) or 2-(2'-oxo propylthio)-3-phenyl-quinazolin-4(3H)-one (9) leads exclusively to the Z-isomers of 6 and 10, respectively. The structures of the newly synthesized compounds were elucidated by elemental analyses, 1H-NMR and 13C-NMR spectra, COSY, HSQC, HMBC, NOE, MS and X-ray crystallographic investigations. 相似文献
10.
Azomethine ylides generated from the reaction of chromone-3-carbaldehyde with α-amino acids undergo 1,5-electrocyclization reactions to afford 3- and 4-(2-hydroxybenzoyl)pyrroles. These ylides can be trapped with dipolarophiles in 1,3-dipolar cycloaddition reactions to yield chromonyl pyrrolidines. The reaction of chromone-3-carbaldehyde with methyl glycinate gives a mixture of pyrrole, pyridine, and 3-aza-9-xanthenone derivatives. 相似文献
11.
K. Krzymiński P. Malecha P. Storoniak B. Zadykowicz J. Błażejowski 《Journal of Thermal Analysis and Calorimetry》2010,100(1):207-214
The melting enthalpies and melting points of phenyl acridine-9-carboxylate, its eleven alkyl-substituted derivatives in the
phenyl fragment and eight 9-phenoxycarbonyl-10-methylacridinium trifluoromethanesulphonates derived from them, were determined
by DSC. The volatilisation enthalpies and temperatures of twelve phenyl acridine-9-carboxylates were either measured by DSC
or obtained by fitting TG curves to the Clausius–Clapeyron relationship. For the compounds whose crystal structures are known,
crystal lattice enthalpies were determined computationally as the sum of electrostatic, dispersive and repulsive interactions.
By combining the enthalpies of formation of gaseous phenyl acridine-9-carboxylates or 9-phenoxycarbonyl-10-methylacridinium
and trifluoromethanesulphonate ions, obtained by quantum chemistry methods, and the corresponding enthalpies of sublimation
or crystal lattice enthalpies, the enthalpies of formation of the compounds in the solid phase were predicted. In the case
of the phenyl acridine-9-carboxylates, the computationally predicted crystal lattice enthalpies correspond reasonably well
to the experimentally obtained enthalpies of sublimation. Analysis of crystal lattice enthalpy contributions indicates that
the crystal lattices of phenyl acridine-9-carboxylates are stabilised predominantly by dispersive interactions between molecules,
whereas the crystal lattices of their quaternary salts are stabilised by electrostatic interactions between ions. 相似文献
12.
N-Methylimines of 3-aryl-1-phenylpyrazole-4-carbaldehyde react with ethyl 2-aryl-hydrazino-2-chloroacetate with the formation of ethyl 1-aryl-5-(pyrazole-4-yl)-4,5-dihydro-1H-1,2,4-triazolecarboxylates. Analogous reactions of pyrazol-4-carbaldehyde N-(2-hydroxy)ethylimines results in derivatives of 3-(pyrazol-4-yl)-1,2,4-triazolo[3,4-c][1,4]-oxazines. 相似文献
13.
Rahim GhadariFatemeh Hajishaabanha Mojtaba MahyariAhmad Shaabani Hamid Reza Khavasi 《Tetrahedron letters》2012,53(31):4018-4021
A facile and straightforward procedure for the synthesis of spiro-benzo[b]acridine-6,2′-furan derivatives via the reaction between benzo[b]acridine-6,11-dione, electron-deficient acetylenic compounds, and an isocyanide is described. The benzo[b]acridine-6,11-dione is obtained from the reaction between 2-(aminomethyl)aniline and 2-hydroxynaphthalene-1,4-dione via an unexpected reaction pathway. The products are synthesized in medium to high yields and no complicated purification is required. 相似文献
14.
B. Zadykowicz K. Krzymiński P. Storoniak J. Błażejowski 《Journal of Thermal Analysis and Calorimetry》2010,101(2):429-437
The melting points and melting enthalpies of nine phenyl acridine-9-carboxylates—nitro-, methoxy- or halogen-substituted in
the phenyl fragment—and their 9-phenoxycarbonyl-10-methylacridinium trifluoromethanesulphonate derivatives were determined
by DSC. The volatilisation temperatures and enthalpies of phenyl acridine-9-carboxylates were either measured by DSC or obtained
by fitting TG curves to the Clausius–Clapeyron relationship. For the compounds whose crystal structures are known, crystal
lattice energies and enthalpies were determined computationally as the sum of electrostatic, dispersive and repulsive interactions.
By combining the enthalpies of formation of gaseous phenyl acridine-9-carboxylates or 9-phenoxycarbonyl-10-methylacridinium
trifluoromethanesulphonate ions, obtained by the DFT method, and the corresponding enthalpies of sublimation and/or crystal
lattice enthalpies, the enthalpies of formation of the compounds in the solid phase were predicted. In the case of the phenyl
acridine-9-carboxylates, the computationally predicted crystal lattice enthalpies correspond reasonably well with the experimentally
obtained enthalpies of sublimation. The crystal lattices of phenyl acridine-9-carboxylates are stabilised predominantly by
dispersive interactions between molecules, whilst the crystal lattices of their quaternary salts are stabilised by electrostatic
interactions between ions. 相似文献
15.
A. I. Kochnev I. I. Oleinik I. V. Oleinik S. S. Ivanchev G. A. Tolstikov 《Russian Journal of Organic Chemistry》2007,43(4):571-575
Reactions of 4,6-substituted 2-cycloalkylanilines with 1H-pyrrole-2-carbaldehyde and 1H-indole-7-carbaldehyde in methanol in the presence of formic acid gave the corresponding Schiff bases which can be used as ligands for titanium and zirconium complexes. 相似文献
16.
L. A. Grishchenko L. N. Parshina M. Ya. Khil’ko V. I. Smirnov T. N. Borodina 《Russian Journal of Inorganic Chemistry》2018,63(7):881-886
The reaction between pyridine-2-carbaldehyde and zinc chloride in wet MeCN yielded a zinc chelate complex with hemiacetal formed in situ from the hydrated pyridine-2-carbaldehyde and the second molecule of pyridine-2-carbaldehyde. According to X-ray diffraction data, the pentacoordinated environment of the zinc ion is formed by two chlorine atoms and the N,N',O-tridentate ligand. In the crystal, molecules are combined into a 3D supramolecular framework due to the intermolecular hydrogen bonds O–H···Cl, C–H···Cl, and π–π stacking interactions between pyridine rings. 相似文献
17.
Eine einfache diastereoselektive synthese von (1sr,3sr,5sr)-2-azabicyclo [3.3.0] Octan-3-carbonsäure
(1SR,3SR,5SR)-2-Azabicyclo [3.3.0] octane-3-carboxylic acid, precursor of the angiotensin-converting-enzyme inhibitor Hoe 498, is easily prepared from 1-chloro-1-cyclopentene-2-carbaldehyde in three steps. 相似文献
18.
A. S. Potapov A. I. Khlebnikov V. D. Ogorodnikov 《Russian Journal of Organic Chemistry》2006,42(4):550-554
New pyrazole-containing aldehydes, 1-ethylpyrazole-4-carbaldehyde, 1-ethyl-3,5-dimethylpyrazole-4-carbaldehyde, and 1,1’-methylenebis(3,5-dimethylpyrazole-4-carbaldehyde), were synthesized by the Vilsmeier reaction. Their reactions with primary amines (aniline, hydrazine, ethylenediamine, p-phenylenediamine, benzidine) gave the corresponding Schiff bases. 相似文献
19.
7-(3-Piperidyl)- and 7-(4-piperidyl)[1,6]naphthyridines have been synthesized from 2-methylpyridine-3-carbaldehyde cyclohexylimine
and the methylmethoxycarboxamides (Weinreb amides) of N-Boc- substituted nipecotic and isonipecotic acids. 相似文献
20.
O. S. Attaryan A. A. Sahakyan R. A. Tamazyan A. G. Ayvazyan G. V. Asratyan 《Russian Journal of General Chemistry》2012,82(10):1720-1723
1-Alkyl-1H-pyrazole-4-carbaldehyde oximes reacted with acetic anhydride to give the corresponding nitriles, which is typical for anti isomers of aldoximes. The anti configuration of 5-methyl-1-propyl-1H-pyrazole-4-carbaldehyde oxime in crystal was unambiguously determined by X-ray analysis. 相似文献