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1.
Kozlov S. N. Basalaeva L. I. Ol'khovik V. K. Kalechits G. V. Matveenko Yu. V. 《Russian Journal of General Chemistry》2003,73(9):1434-1440
Bisazomethines prepared from aromatic dialdehydes and 2-naphthylamine were for the first time reacted with the following diketones: 1,3-cyclohexanedione, 5,5-dimethyl-1,3-cyclohexanedione, 5-phenyl-1,3-cyclohexanedione, indandione, and 2,2-dimethyl-1,3-dioxane-4,6-dione was studied. The reactions with 1,3-diketones of the cyclohexane series yield benzophenanthridine derivatives. The reactions with indandione, depending on conditions, give either bisarylideneindandiones or bisdihydrobenzo[f]indenoquinoline. As evidenced by the 13C NMR and IR spectra, in the case of biphenyl-4,4'-dicarbaldehyde bis[N-(2-naphthyl)imine] and 2,2-dimethyl-1,3-dioxane-4,6-dione, 4,4'-bis(3-oxo-1,2,3,4-tetrahydrobenzo[f]quinolin-1-yl)biphenyl is formed. 相似文献
2.
The corresponding 1-(2-quinoxalyl)-, 1-[3,5-di(trifluoromethyl)phenyl]-, and 1-ethoxycarbonyl-3-methyl-4-oxo-4,5,6,7-tetrahydroindazoles have been obtained from reactions of 2-acetyl-1,3-cyclohexanedione, its 5,5-dimethyl and 5-(2-furyl) derivatives, with 2-hydrazinoquinoxaline, 3,5-di(trifluoromethyl)phenylhydrazine, and ethoxycarbonylhydrazine. On interaction with ethoxycarbonylhydrazine the intermediate 2-[1-(-ethoxycarbonyl)hydrazino]ethylidene-1,3-cyclohexanediones were also isolated. From the potassium salt of 2-formyldimedone and 2-carboxyphenylhydrazine hydrochloride, 2-(2-carboxyphenyl)hydrazinomethylene-5,5-dimethyl-1,3-cyclohexanedione was obtained, the cyclization of which in ethanol in the presence of HCl led to 1-(2-carboxyphenyl)- and 1-(2-ethoxycarbonylphenyl)-6,6-dimethyl-4-oxo-4,5,6,7-tetrahydroindazole. 相似文献
3.
N. Tonkikh A. Strakovs M. Petrova V. V. Chernyshev H. Schenk 《Chemistry of Heterocyclic Compounds》2002,38(6):724-729
The reaction of 2-aminocarbonyl-5,5-dimethyl-1,3-cyclohexanedione with 2,3-diaminopyridine, 1,2-phenylenediamine (and its 4-methyl, 4-nitro, 4-carboxy, and 4-benzoyl derivatives), and 3,3-diaminobenzidine gave the corresponding 2-[2-(2,3-dihydrobenzimidazolylidene)]- and 2-[2-(2,3-dihydropyrido[2,3-d]imidazolylidene)]-5,5-dimethyl-1,3-cyclohexanediones. Their structure was confirmed by 1H NMR spectroscopic data and X-ray analysis. 相似文献
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5.
A series of 3-aryl-3-(5,5-dimethyl-3-hydroxy-2-cyclohexene-1-one-2-yl) propanic esters were synthesized by reaction of aromatic aldehydes, 5,5-dimethyl-1,3-cyclohexanedione and isopropylidene malonate in alcohols catalyzed by KF-Al2O3. The structure of 4a was determined by X-ray analysis. 相似文献
6.
2-(1-Phthalazinylhydrazino)methylene-(IIIa) or 2-(1-phthalazinylhydrazino)ethylidene-5,5-dimethyl-1,3-cyclohexanediones (IIIb) were prepared from 1-hydrazinophthalazine and 2 formyl- or 2-acetyldimedone. Cyclization of IIIb in the presence ofp- TsOH gave 1-(1-phthalazinyl)3, 6, 6-trimethyl-4-oxo-4, 5, 6, 7-tetrahydroindazole. Reaction of 4-methoxyphenylhydrazine with 2 formyl- and 2-acetyidimedone gave the corresponding 1-(4methoxyphenyl)-4-oxo-4, 5, 6, 7-tetrahydroindazole. In the case of 2 -formyldimedone the intermediate 2-(4methoxyphenylhydrazinomethylene)-5, 5-dimethyl-1,3-cyclohexanedione was isolated.Riga Technological University, Riga LV-1658. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 708–710, May, 1996. Original article submitted December 31, 1995. 相似文献
7.
A. Ya. Strakov O. Ya. Neiland N. N. Tonkikh S. V. Belyakov M. V. Petrova I. Ya. Gudele 《Chemistry of Heterocyclic Compounds》1993,29(4):414-422
The product of condensation of 2-formyldimedone with the hydrazide of isonicotinic acid, namely 2-isonicotinoylhydrazinomethylene-5,5-dimethyl-1,3-cyclohexanedione, has been obtained in three forms — red, colorless, and yellow — which with methyl iodide give one and the same iodide 2-[N-(1-methyl-4-pyridiniumcarbonyl)hydrazinomethylene]-5, 5-dimethyl-1, 3-cyclohexanedione. On the basis of UV spectra and x-ray structure analysis of this betaine and also the dark-red iodide of N-(4-diethylaminobenzal)-N-(1-methyl-4-pyridiniumcarbonyl)hydrazine, it has been shown that intramolecular charge transfer in these linear molecules proceeds along the system of bonds D:-RC=N-NH-CO-A through the hydrazonocarbonyl bridge, which does not interrupt the conjugation chain. The existence of colored forms of the 2-isonicotinoylhydrazinomethylene-5,5-dimethyl-1,3-cyclohexanedione can be explained by an admixture of the betaine form.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 489–498, April, 1993. 相似文献
8.
Hassan Sheibani 《Tetrahedron》2004,60(28):5931-5934
2-Pyrone derivatives were prepared in a one step procedure from readily available (chlorocarbonyl)phenyl ketene and 1,3-diketones such as 2,4-pentanedione, 1,3-diphenyl-1,3-propanedione, 1-phenyl-1,3-butanedione, 1,3-cyclohexanedione, 5,5-dimethyl-1,3-cyclohexanedione, 1,3-dimethyl-pyrimidine-2,4,6-trione and ethyl 2,4-dioxopentanoate. A mechanism is presented to account for the formation of the products. This method provides an easy route to prepare 3,4,5,6-tetrasubstituted 2-pyrones in good to excellent yields and in a short experimental time. 相似文献
9.
Zhang Z Wang GW Miao CB Dong YW Shen YB 《Chemical communications (Cambridge, England)》2004,(16):1832-1833
Under solid-state conditions, manganese(iii) acetate-mediated radical reactions of 1,3-cyclohexanedione and 5,5-dimethyl-1,3-cyclohexanedione with in situ generated imines proceeded efficiently by mechanical milling at room temperature and good to excellent yields were achieved. 相似文献
10.
Rearrangements of 5-acetyl-3-benzoylamino-6-(2-dimethylamino-1-ethenyl)-2H-pyran-2-one ( 1 ) and 3-benzoylamino-6-(2-dimethylamino-1-ethenyl)-5-ethoxycarbonyl-2H-pyran-2-one ( 7 ) in the presence of N-nucleophiles, such as ammonia, hydrazine, and hydroxylamine, into 1-aminopyridine, pyrano[2,3-b]-pyridine, and isoxazole derivatives 5, 11 , and 15 is described. In the reaction of compounds 1 and 7 with C-nucleophiles, such as 5,5-dimethyl-1,3-cyclohexanedione and barbituric acid, only substitution of the dimethylamino group is taking place to give the compounds 17, 18 , and 20 . 相似文献
11.
Mechanistic studies in the attempted synthesis of 5,5-dimethyl-2-isopropylidene-1,3-cyclohexanedione
In contrast to the corresponding cyclopentanedione derivative, 5,5-dimethyl-2-isopropyl-2-phenylsulfinyl-1,3-cyclohexanedione
(3) does not undergo the expected cis-elimination of phenylsulfenic acid on warming in CH2Cl2 to afford the title compound 1, but instead gives an equimolar mixture of 5,5-dimethyl-2-(1 ′-isopropyl-4′,4′-dimethyl-2′,6′-dioxocyclohexyl)-2-isopropyl-1,
3-cyclohexanedione (9) and S-phenyl benzenethiosulfonate (10). These products result from dimerization of the 4,4-dimethyl-1-isopropyl-2,6-dioxocyclohexylradical
(7) andthephenylsulfinyl radical (8), respectively.
Diploma Thesis, University of Hamburg, 1990. 相似文献
12.
Alan R. Katritzky De-Sheng Liang Wei-Qiang Fan 《Journal of heterocyclic chemistry》1988,25(5):1315-1319
1,3-Bis(N-methyl-4-pyridyl)- and 1,3-bis(N-methyl-2-benzothiazolyl)-propane diiodides react with 1,2-cyclohexanedione, tetrachloro-1,2- and -1,4-benzoquinone, 2,3-dichloronaphthoquinone, 3,4-dichloromaleimide and 2,3-dichloroquinoxaline to give novel fused ring bridged cyanine dyes. 相似文献
13.
14.
K. Aswin S. Sheik Mansoor K. Logaiya S. P. N. Sudhan V. Saleem Malik H. Ramadoss 《Research on Chemical Intermediates》2014,40(8):2583-2598
Silica-bonded S-sulfonic acid (SBSSA)-catalyzed, facile, one-pot, three-component coupling of 5,5-dimethyl-1,3-cyclohexanedione (dimedone) or 5,5-dimethyl-1,3-cyclohexanedione, aromatic aldehydes, and malononitrile at reflux temperature is described for preparation of 2-amino-5-oxo-5,6,7,8-tetrahydro-4H-chromene derivatives. 2-Amino-3-cyano-6-methyl-4-phenyl-4H-pyran-5-ethylcarboxylate derivatives can also be prepared in good yield under the same experimental conditions by use of ethyl acetoacetate, aldehydes, and malononitrile. The catalyst, silica-bonded S-sulfonic acid, was reused and recycled without any loss of activity or product yield. 相似文献
15.
16.
Photolysis (λ = 254 nm) of 4-(tert-butyl)-4,6,7,8-tetrahydro-7,7-dimethy-2H-1-benzopyran-2,5(3H)-dione ( 3a ) in t-BuOH affords 2-(2,2-dimethylpropylidene)-5,5-dimethyl-1,3-cyclohexanedione ( 1a ) in 80% yield via homolysis of the lactone O? CO bond and subsequent ketene elimination. 相似文献
17.
Roberto Martinez Ma. Esther Durn L Csar Corts L J. Gustavo Avila Z 《Journal of heterocyclic chemistry》1999,36(3):687-690
A novel synthesis of substituted thieno[3,2-c]azepinones is described. This new approach uses 5,5-dimethyl-1,3-cyclohexanedione (dimedone) as the starting material. Oxime intermediates are obtained in three steps from the aforementioned diketone. Using these intermediates, the title compounds are synthesized in moderate yields. 相似文献
18.
XIA De-xing FENG Chun WANG Qiu-yan LU Cui-fen CHEN Zu-xing YANG Gui-chun 《高等学校化学研究》2010,26(5):749-752
A series of 4,6,7,8-tetrahydro-2,5-(1H,3H)-quinolinediones was prepared from ethyl-2-cyanoacetate, aromatic aldehydes and 1,3-cyclohexanedione or 5,5-dimethyl-1,3-cyclohexanedione by two steps, the yields were moderate to excellent. This method is a new practical promising green strategy to synthesize tetrahydronquino-lin-2,5-diones. 相似文献
19.
Davarani SS Najafi NM Ramyar S Masoumi L Shamsipur M 《Chemical & pharmaceutical bulletin》2006,54(7):959-962
Electrochemical oxidation of catechol and some 3-substituted catechols (1a--c) has been studied in the presence of 2-chloro-5,5-dimethyl-1,3-cyclohexanedione (3) in aqueous solution using cyclic voltammetry and controlled-potential coulometry. The results indicate that the quinones derived from catechols (1a--c) participate in a Michael addition reaction with 2-chloro-5,5-dimethyl-1,3-cyclohexanedione (3) with consumption of only two electrons per molecule of (1a--c) to from the corresponding benzoforans (10a--c). The electrochemical synthesis of benzofurans has been successfully performed at a carbon rod electrode and in an undivided cell with high yields and purity. 相似文献