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1.
Yoshinori Tominaga Takeharu Michioka Kohu Moriyama Akira Hosomi 《Journal of heterocyclic chemistry》1990,27(5):1217-1225
Methyl 3-(N-arylamino)-2-cyano-3-methylthioacrylates 3a-h , which are readily prepared by the reaction of the ketene dithioacetal, methyl 2-cyano-3,3-bis(methylthio)acrylate ( 1 ) with arylamines, was heated at reflux in diphenyl ether to give the corresponding 2-methylthio-4-hydroxyquinoline-3-carbonitriles 4a-h in 14–77% yields. The reaction of 1 with excess aryl amines in diphenyl ether at reflux gave also the corresponding 2-arylamino-4-hydroxyquinoline-3-carbonitriles 6a-d . The 2-methylthioquinoline-3-carbonitriles 4a-h , thus obtained, are useful intermediates for the synthesis of various quinoline derivatives. 相似文献
2.
Yoshinori Tominaga Yasumasa Honkawa Mayumi Hara Akira Hosomi 《Journal of heterocyclic chemistry》1990,27(3):775-783
The cyclization of 5-amino-3-methylthiopyrazole-4-carbonitriles or 4-carboxamides 3a-j , which were prepared by the reaction of ketene dithioacetals 1a,b [1a : bis(methylthiomethylenemalononitrile; 1b : bis(methylthio)methylenecyanoacetamide] with hydrazines (hydrazine hydrate, phenylhydrazine, p-chlorophenylhydrazine, p-nitrophenylhydrazine), with formamide or carbon disulfide proceeded to give the corresponding 4-amino- or 4-hydroxy-3-methylthiopyrazolo[3,4-d]pyrimidines 6a-h in good yields. 3-Aminopyrazolo[3,4-d]pyrimidine derivatives 6i-1 were also obtained by the application of the cyclization reaction of 3,5-diaminopyrazoles with formamide. 相似文献
3.
Maria Teresa Cocco Cenzo Congiu Antonio Maccioni Valentina Onnis 《Journal of heterocyclic chemistry》1992,29(6):1631-1634
The reaction of N1-acyl-2-ethoxycarbonylacetamidrazones 1 with diethyl ethoxymethylenemalonate (EMME) is reported. By refluxing equimolecular amounts of 1 and EMME in DMSO/toluene (or ethanol) solution, the 1-acylamino-2(1H)-pyridones 2 were obtained in good yield. When the reaction was performed in ethanolic solution in the presence of triethylamine, the 6-acylhydrazino-2(1H)-pyridones 3 were obtained. 相似文献
4.
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
5.
Polysubstituted pyridine derivatives were synthesized by the reaction of ketene dithioacetal, 3,3-bis(methylsulfanyl)methylenemalononitrile 1b, with a variety of active methylene compounds in the presence of either sodium hydroxide or potassium hydroxide as a base in DMSO. This reaction was carried out under economical one-pot reaction conditions (cheap catalyst and solvent) and solved the problem of the odor of methanethiol, commonly derived from reactions of ketene dithioacetals. This is a significant enhancement of GSC (green and sustainable chemistry) in the field of ketene dithioacetal chemistry. 相似文献
6.
Leonardo Bonsignore Maria Teresa Cocco Giuseppe Loy Valentina Onnis 《Journal of heterocyclic chemistry》1992,29(1):237-239
The reaction of 2-cyanoacetamidines 1 with carbon suboxide 2 afforded 6-amino-4-hydroxy-2(1H)-pyri-dones 4 . Compounds 4 were also obtained by reaction of amidines 1 and 2,4,6-trichlorophenylmalonates 3 . 相似文献
7.
Molero D Suárez M Martínez-Alvarez R Verdecia Y Martín N Seoane C Ochoa E 《Magnetic resonance in chemistry : MRC》2004,42(8):704-708
1H and 13C NMR spectroscopic data for 4-aryl-3,4-dihydro-6-methyl-2(1H)pyridone derivatives were fully assigned by a combination of one- and two- dimensional experiments (DEPT, HMBC, HMQC, COSY, NOE). 相似文献
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Reactions of methyl 2-cyano-3,3-bis(methylthio)acrylate ( 1a ) with carboxamides 2a-g in the presence of sodium hydride in a mixture of benzene and N,N-dimethylacetamide took place displacement with the methylthio group to give the corresponding methyl 3-N-acylamino-2-cyano-3-(methylthio)acrylates 3a-g which were readily converted to the corresponding pyrimidine derivatives at reflux in methanol in good yields. Reactions of 2-cyano-3,3-bis(methylthio)acrylonitrile ( 1b ) with the carboxamides 2a-f gave directly pyrimidine-5-carbonitrile derivatives 7a-f . Ketene dithioacetals 1a,b smoothly reacted with thioamide 2g or urea 2h,i to give the expected pyrimidine derivatives 9,10a,b . Polyfunctionalized pyrimidines, thus obtained, were also used for the synthesis of fused pyrimidine derivatives. 相似文献
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N. Z. Tugusheva L. M. Alekseeva A. S. Shashkov V. V. Chernyshev V. G. Granik 《Russian Chemical Bulletin》2006,55(8):1475-1486
New approaches to the synthesis of the previously unknown pyrimidine, 4-amino-2-pyridone, and 4-aminopyridine derivatives
were developed based on the reactions of enaminoamides with dimethylformamide dimethyl acetal. New structural modifications
of 4-amino-2-pyridone derivatives were performed. Numerous compounds of this type, which are of interest for biological studies,
were prepared.
Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 8, pp. 1421–1432, August, 2006. 相似文献
12.
A novel and efficient route to 4-halogenated N-substituted 2(1H)-pyridinones has been developed via a one-pot domino process of readily available alpha-acetyl-alpha-carbamoyl ketene dithioacetals with Vilsmeier reagents. These 4-halogenated-2(1H)-pyridinones constitute useful intermediates due to the easy elaboration on either the pyridinone core (by the displacement of the halogen atom) or functionality transformation (dithiocarbonyl functionality) and have proven to be a useful synthetic scaffold in the synthesis of the bio- and pharmacologically important fused-ring diazepine core. 相似文献
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A new spectrofluorimetric determination of iridium(IV) with 3-hydroxy-2-methyl-1-phenyl-4-pyridone (HX) or 3-hydroxy-2-methyl-1-(4-tolyl)-4-pyridone (HY) is reported. Iridium(IV) react with HX or HY and chelates were extracted into chloroform or dichloromethane. The organic phase showed fluorescence. The fluorescence measurements to quantify iridium were carried out in its fluorescent band centred at λex=373 nm and λem=480 nm. Under optimal conditions, the calibration graphs were linear over the concentration range of 0.1-7.6 μg ml−1 of iridium for Ir(IV)-HX and 0.1-5.8 μg ml−1 for Ir(IV)-HY with a correlation coefficients of 0.999 and 0.992 and relative standard deviation of ±1.1%.The method is free from interference by Rh(III) and Pt(IV), which normally interfere with other methods. Iridium can be determined in the presence of 300-fold excess of rhodium(III) and 10-fold excess of platinum(IV).The method was applied successfully to the determination of iridium in some synthetic mixtures and mineral sample gave satisfactory results. 相似文献
16.
New derivatives of 5(4H)-quinazolinone containing 2-imidazolin-5-one rings have been prepared from 5(4H)-oxazolone derivatives. 相似文献
17.
Maria Lalia-Kantouri 《Transition Metal Chemistry》1996,21(6):491-493
Summary Reaction of Cu(OAc)2, 4-(1H)-pyridone (LH) and Dy or Gd nitrate in MeOH resulted in the formation of the heterometallic complexes [Cu2LnL2(LH)2(NO3)(OH)4· xH2O], Ln = Dy (1) or Gd (2). Reaction of Cu(OH)2 with 4-(1H)-pyridone and Dy(NO3)3 in DMF resulted in the formation of the heterometallic compound [Cu2DyL2(LH)2(NO3)2(OH)3·DMF] (3). The Cu complexes [Cu(OAc)L]2 and [CuL2·DMF]
x
have also been prepared from the reaction of 4-(1H)-pyridone with Cu2+ in MeOH and DMF, respectively. All the complexes were characterized by elemental analyses, and i.r. and X-band e.s.r. spectroscopies. 相似文献
18.
Conclusions A study was made of the acetylation of 4-hydroxy-6-methyl-1-phenyl-2(1H)-pyridone with acetic acid in presence of polyphosphoric acid and of phosphoryl chloride. The structures of the C- and O-acetyl derivatives obtained were proved by independent synthesis and from IR and UV spectral data.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 9, pp. 1605–1607, September, 1966. 相似文献
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