共查询到20条相似文献,搜索用时 31 毫秒
1.
Chen L Liu X Xu B Sun C Tao P 《Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy》2011,79(5):1926-1930
3-Cyano-4,6-dimethyl-2-pyridone and 3-cyano-4-methyl-6-phenyl-2-pyridone were synthesized effectively by the reaction of readily available 1,3-diketone and malononitrile directly and in good yield. Upon photoexcitation, 3-cyano-4-methyl-6-phenyl-2-pyridone in ethanol shows strong blue emission. The ground- and excited-state geometries, charge distributions, and excitation energies of 2-pyridone derivatives were evaluated by ab initio calculations. Organic light-emitting diodes (OLED) made using 3-cyano-4-methyl-6-phenyl-2-pyridone as dopant showed blue light emission with a maximum electroluminescence (EL) emission at around 456 nm. 相似文献
2.
Summary The synthesis of some 5-cyano-4-hydroxy-2-pyridone derivatives (3 a–c) by condensation of 3-aminocrotononitrile (1) with substituted diethylmalonates (2 a–c) is described. Reaction of3 a with phosphorus oxychloride yields 4,6-dichloro-3-pyridinecarbonitrile (7 a), which reacts with various nucleophiles to give substituted 3-pyridinecarbonitriles (8–10).See ref. [1] 相似文献
3.
Malononitrile reacted with the title compound to give 6-amino-5-cyano-2-(3,3-dicyano-2-methylallylidene-4-methyl-2H-pyran (3). Treatment of 3 with hot 80% sulfuric acid yielded 4,7-dimethyl-56-hydroxy-2(1H)quinolone. With concentrated aqueous sodium hydroxide, 3 gave 5-amino-3,6-dicyano-4,7-dimethyl-2(1H)quinolone and 5-amino-6-carbamoyl-3-cyano-4,7-dimethyl-2(1H)quinolone. The reaction of 3 with hydrochloric in acetic acid gave a mixture of 6-amino-3,7-dicyano-2,8-dimethyl-4-quinolizone and 3-cyano-4-methyl-6-(3,3-dicyano-2-methylallyl)-2-pyrone. Compound 3 also reacted with methylamine, butylamine and piperidine to give 8-amino-5-cyano-4-methyl-2-pyridone, 6-bulylamino-5-cyano-4-methyl-2-pyridone and 5-eyano-4-methyl-6-piperidino-2-pyridone respectively. 相似文献
4.
Paul E. Marecki James N. Wemple Gregory P. Butke 《Journal of heterocyclic chemistry》1982,19(5):1247-1248
A preparatively useful method for the synthesis of 3-cyano-4-phenyl-2-pyridone (I) is described. Reaction of 2-cyano-3-methylcinnamamide (VII) with N,N-dimethylformamide dimethyl acetal affords the corresponding dimethylaminomethylidene amide VIII which in turn, is thermally cyclized to I in DMF solvent. The advantages of this method include mild reaction conditions for short periods to give good yields of I on large scales without chromatographic purification. 相似文献
5.
A facile and efficient one-pot synthesis of 1,4-disubstituted 3-amino-2-pyridone derivatives via three-component reactions of readily available alkynyl aldehydes, amines, and ethyl 2-((diphenylmethylene)amino)acetate has been developed. The alkynyl aldehyde substrates and the amine partners can be flexibly varied to achieve a range of 3-amino-2-pyridone derivatives, which could exert interesting chemical and biological properties. The reaction mechanism for the formation of 3-amino-2-pyridone derivatives is briefly explained. 相似文献
6.
Yoshinori Tominaga Masanori Kawabe Akira Hosomi 《Journal of heterocyclic chemistry》1987,24(5):1325-1331
Reaction of various active methylene compounds with ketene dithioacetals, bis(methylthio)methylenemalononitrile (1a) and bis(methylthio)methylenecyanoacetamide (1b) gave the corresponding 3-cyano-4-methylthio-2(1H)-pyridone derivatives. The transformation of 4-methylthio-2-oxo-2H-pyran-3-carbonitrile in-to 4-methylthio-2(1H)-pyridone derivatives was also described. 相似文献
7.
John J. Kilama Bhashyam S. Iyengar William A. Remers Eugene A. Mash 《Journal of heterocyclic chemistry》1990,27(5):1437-1440
Development of an efficient synthesis of the C-D ring portion of streptonigrin is a key operation in the synthesis of this antibiotic and its analogues. A new method for the synthesis of 3-cyano-5,6-dimethyl-4-(3,4,5-trimethoxyphenyl)-2-pyridone ( 14 ), a compound having the requisite functionality for conversion into a streptonigrin analogue, has been established. It involves treatment of 3,4,5-trimethoxybenzonitrile with ethylmagnesium bromide and malononitrile to give propylenemalononitrile derivative 7 , which is condensed with trimethyl orthoacetate to give a mixture of 9 and pyridine derivative 12 . Demethylation of 12 then affords 14 . The overall yield for this route was 50%, allowing for conversion of 9 to 12 . 相似文献
8.
L. V. Dyadyuchenko V. D. Strelkov S. N. Mikhailichenko V. N. Zaplishny 《Chemistry of Heterocyclic Compounds》2004,40(3):308-314
Features of electrophilic and nucleophilic substitution under chlorination and nitration reactions conditions have been investigated for 6-hydroxy- and 6-methyl-substituted derivatives of 3-cyano-4-methyl-2(1H)-pyridones. The polychloro- and nitro-substituted 3-cyano-4-methylpyridines obtained were used as synthons in the synthesis of some polyhalo- and nitro-substituted nicotinic acids and their amides. The fragmentation pathways of the synthesized compounds under electron impact have been studied. 相似文献
9.
A. S. Kukharev I. G. Tishchenko V. I. Tyvorskii 《Chemistry of Heterocyclic Compounds》1987,23(10):1049-1055
4-Aminomethyl-2-buten-4-olides, 5-hydroxy-5,6-dihydro-2-pyridone, and isomeric 8,9-dihydro-4-cyano-2-oxofuro[2,3-c]piperidines were obtained by the base-catalyzed cyclization of 5-amino-4-hydroxy-4-alkyl-2-pentenoic acid esters. 5-Di-methylamino-3-methyl-4-oxovaleric acid ester and 4-dimethylamino-2-buten-4-olide, respectively, were isolated by isomerization of 5-dimethylamino-3-methyl-4-hydroxy-2-pentenoic acid ester and 4-dimethylamino-2-penten-5-olide in the presence of sodium isopropoxide.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1313–1319, October, 1987. 相似文献
10.
Mehiaoui Nawel Kibou Zahira Gallavardin Thibault Leleu Stéphane Franck Xavier Mendes Ricardo F. Paz Filipe A. Almeida Silva Artur M. S. Choukchou-Braham Noureddine 《Research on Chemical Intermediates》2021,47(4):1331-1348
Research on Chemical Intermediates - Novel substituted bis-(3-cyano-2-pyridone) derivatives were prepared via a powerful method using enaminonitriles push–pull dienes as key building blocks.... 相似文献
11.
Chun-Shan Wang 《Journal of heterocyclic chemistry》1970,7(2):389-392
The structure of 4-hydroxy-6-methyl-2-pyridone formed by the reaction of 6-methyl-2H-pyran-2,4(3H)-dione and ammonia is characterized. A method is discussed for the structure determination of pyridone type compounds. Reaction of 4-hydroxy-6-methyl-2-pyridone with an equivalent amount of benzenesulfonyl chloride gives 4-benzenesulfonyloxy-6-methyl-2-pyridone. With two equivalent amounts of benzenesulfonyl chloride, 2,4-dibenzenesulfonyloxy-6-picoline is formed. 4-Hydroxy-6-methyl-2-pyridone is preferentially attacked by electrophiles at the 3 position. 相似文献
12.
I. V. Ukrainets M. Amer P. A. Bezuglyi O. V. Gorokhova L. V. Sidorenko A. V. Turov 《Chemistry of Heterocyclic Compounds》2002,38(5):571-575
The synthesis, antitubercular, anti-HIV, and antitumor activity of the 4-(adamant-1-yl)thiazolyl-2-amides of 1-R-4-hydroxy-2-oxoquinoline-3-carboxylic acids have been studied. An efficient method for purifying the 4-hydroxy-2-oxoquinoline derivatives from their metal salts is proposed. 相似文献
13.
A Alimmari DA Mijin R Vuki Evi B Bo I NA Valenti V Vitnik E Vitnik G U Umli 《Chemistry Central journal》2012,6(1):71
ABSTRACT: BACKGROUND: A series of some novel arylazo pyridone dyes was synthesized from the corresponding diazonium salt and 6-hydroxy-4-phenyl-3-cyano-2-pyridone using classical reaction for the synthesis of the azo compounds. RESULTS: The structure of the dyes was confirmed by UV-vis, FT-IR, 1H NMR, 13C NMR spectroscopic technique and elemental analysis. The solvatochromic behaviour of the dyes was evaluated with respect to visible absorption properties in various solvents. CONCLUSIONS: The azo-hydrazone tautomeric equilibration is found to depend upon substituents as well as on solvents. The geometry data of the investigated dyes were obtained using DFT quantum-chemical calculations. The obtained calculational results are in very good agreement with the experimental data. 相似文献
14.
Edward J Behrman 《Chemistry Central journal》2009,3(1):1-3
An improved synthesis of 3-hydroxy-4-pyridone via an Elbs oxidation of 4-pyridone and isolation of 4-pyridone-3-sulfate is described. 相似文献
15.
N. Z. Tugusheva L. M. Alekseeva A. S. Shashkov V. G. Granik 《Russian Chemical Bulletin》2006,55(8):1470-1474
The reactions of 3-cyano-3(5)-formyl-2-oxo-4-(phenylamino)-1,2-dihydropyridines with CH acids were studied. The previously
unknown fused 2-pyridone derivatives containing the 4-aminopyridine fragment were synthesized by the Knoevenagel reaction.
Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 8, pp. 1416-1420, August, 2006. 相似文献
16.
M. Mirza-Aghayan N. Mohammadian M. Abolghasemi Malakshah R. Boukherroub A. A. Tarlani 《Journal of the Iranian Chemical Society》2013,10(3):559-563
A simple and efficient approach towards one-step synthesis of 2-amino-5-cyano-4-hydroxy-6-aryl pyrimidines has been developed. It is based on three-component condensation of aliphatic, aromatic or heterocyclic aldehydes, ethyl cyanoacetate and guanidinium carbonate in the presence of amino-functionalized SBA-15 catalyst in ethanol. In this chemical process, the tautomeric interconversion of pyrimidine derivatives has been observed. This efficient technique has the advantage to give 2-amino-pyrimidine derivatives using a heterogeneous catalyst in high yields, to be completed in short reaction times and to offer a simple product isolation procedure. 相似文献
17.
Leila Moafi 《Tetrahedron letters》2010,51(48):6270-6274
The synthesis of 2-amino-4-cyano-4H-chromene derivatives as new HA 14-1 analogues by a simple and efficient method is reported. In addition, the reaction of 2-amino-2H-chromene-3-carbonitriles, salicylaldehydes and amines results in the formation of new chromeno[2,3-d]pyrimidine derivatives. 相似文献
18.
Reda Mohammed Keshk 《Journal of heterocyclic chemistry》2020,57(9):3384-3393
Reaction of 3-cyano-4,6-dimethyl-2-pyridone with ethyl chloroacetate afforded ethyl 2-([3-cyano-4,6-dimethylpyridin-2-yl]oxy)acetate 2 and ethyl 2-(3-cyano-4,6-dimethyl-2-oxopyridin-1[2H]-yl)acetate 3 , the reaction product yield depend on the reaction condition (potassium carbonate concentration and reaction time). These compounds used as precursors to synthesize pyridine derivatives 4 , 6-10 , 15, 17-20 , furopyridines 5, 16 , pyrazolopyridine 12 , pyridopyrazolopyrimidines 14a,b . The structure of the newly synthesized compounds was confirmed by spectral data (IR, NMR, and mass spectra) and elemental analysis. 相似文献
19.
Maria Teresa Cocco Cenzo Congiu Antonio Maccioni Antonio Plumitallo 《Journal of heterocyclic chemistry》1989,26(6):1859-1862
An efficient route allowing the synthesis of 6-amino and 6-ethoxy-2(1H)-pyridone derivatives by reaction of ethyl cyanoacetimidate, ethyl ethoxycarbonylacetimidate and related acetamidines with diethyl ethoxymeth-ylenemalonate (EMME) is reported. The formation of dienamino derivatives as intermediates and their heterocyclization to the 2(1H)-pyridone derivatives is described. 相似文献
20.
Ethyl 2-chloroacetoacetate and its 4-chloro isomer react with cyanoacetamide in the presence of the mild, nonnucleophilic base, triethylamine under stoichiometric conditions to give high yields of ethyl 4-cyano-2-hydroxy-2-methyl-5-oxopyrrolidine-3-carboxylate and ethyl (4-cyano-2-hydroxy-5-oxopyrrolidin-2-yl)acetate, respectively. These, under acid-catalyzed dehydration conditions, afforded ethyl 4-cyano-5-hydroxy-2-methyl-1H-pyrrole-3-carboxylate and ethyl (2Z)-(4-cyano-5-oxopyrrolidin-2-ylidene)ethanoate, respectively. Similarly, the 4-chloro isomer reacted with ethyl cyanoacetate to give the novel product, diethyl 2-cyano-4-oxohexanedioate. The use of triethylamine enables access to a whole new library of pyrrole derivatives from easily accessible, commercially available starting materials. The reactions described in this Letter enable access to libraries of important pyrrole systems in any of the isotopically enriched forms. 相似文献