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1.
A. N. Grinev G. Ya. Uretskaya N. V. Arkhangel'skaya S. Yu. Ryabova T. F. Vlasova 《Chemistry of Heterocyclic Compounds》1974,10(10):1207-1209
1-Aryl-2-methyl-3-carbethoxy-5-hydroxy-6-bromoindoles are oxidized by nitric acid to 1-aryl-2-methyl-3-carbethoxy-4,5-dioxo-6-bromoindoles, while 1,2-dimethyl-3-carbethoxy-5-hydroxy-6-bromoindole is converted to the 4,6-dinitro derivative under similar conditions. 相似文献
2.
P. S. Silaichev M. V. Dmitriev Z. G. Aliev A. N. Maslivets 《Russian Journal of Organic Chemistry》2010,46(2):255-259
Reactions of isopropyl 2-(1-aryl-4,5-dioxo-2-phenyl-4,5-dihydro-1H-pyrrol-3-yl)-2-oxoacetates with aromatic amines involve a pyrroledione-pyrroledione recyclization to form isopropyl 1-aryl-2-hydroxy-4,5-dioxo-3-[phenyl(arylamino)methylene]pyrrolidine-2-carboxylates.
The crystal and molecular structure of (Z)-isopropyl 2-hydroxy-4,5-dioxo-1-phenyl-3-[phenyl(phenylamino)methylene]pyrrolidine-2-carboxylate was proved by XRD analysis. 相似文献
3.
L. A. Rodinovskaya K. S. Chunikhin A. M. Shestopalov 《Chemistry of Heterocyclic Compounds》2002,38(4):442-448
The reaction of benzaldehyde, -nitro ketone, and cyanothioacetamide in the presence of morpholine has given the novel 3,4-trans-2-R-5-cyano-2-hydroxy-3-nitro-4-phenyl-1,2,3,4-tetrahydropyridine-6-thiolates. It was found that the reaction occurs via the formation of 1-amino-2-cyano-4-nitro-5-oxo-3-phenyl-1,2-pentene-1-thiolate. In the case of -nitroacetophenone, 3,4-trans-4,5-trans-5-cyano-2-hydroxy-3-nitro-2,4-diphenylhexahydropyridine-6(1H)-thione was also obtained. The use of -nitroesters in place of the nitro ketones in the reaction leads to morpholinium 2-aryl-1-carbethoxy-3-cyano-1-nitro-3-thiocarbamoylpropyl-1-ates as the single product. 相似文献
4.
2-Phenyltetrazolo[4,5-a]-1,3,4-thiadiazole ( 4 ), in its azido form, reacted with diethyl fumarate and diethyl maleate to give 2-phenyl-7-carbethoxy-5H-1,3,4-thiadiazolo[2,3-a]pyrimidin-5-one ( 5 ). To assign the structure of compound 5 , 2-phenyl-5-carbethoxy-7H-1,3,4-thiadiazolo[2,3-a]pyrimidin-7-one ( 6 ) was prepared from the reaction of 2-amino-5-phenyl-1,3,4-thiadiazole ( 7 ) with diethylacetylene dicarboxylate. Physical properties and spectral data of compound 6 were different from compound 5 . Theoretical and experimental aspects are discussed. 相似文献
5.
This paper reports the synthesis of 10-phenyl-2H-pyridazino[4,5-b]quinoline-1-thione 10 and its further transformation into the hitherto unknown 12-phenyl-1,2,4-triazolo[4′,3′:1,6]pyridazino[4,5-b]quinoline 4 . 3-Carbethoxy-2-dichloromethyl-4-phenylquinoline 8 was reacted with hydrazine to give 9 which in turn was transformed by the Lawesson Reagent into the corresponding thione 10 . On treating 10 with anhydrous hydrazine, 11 was obtained and subsequently cyclized in the presence of formic or acetic acids to afford the tetracyclic derivatives 4a and 4b , respectively, in satisfactory yields. When 3-carbethoxy-2-chloromethyl-4-phenylquinoline 5 was reacted with hydrazine, compound 7 was the sole isolated product. 相似文献
6.
The equilibrium positions of 4-carbomethoxy-3-thiophanone (I), 2-carbomethoxy-4-methyl-3-thiophanone (II), 4,5-dicarbomethoxy-3-thiophanone (III), and 4-carbethoxy-5-phenyl-3-thiophanone (IV) in acetonitrile, dioxane, and alcohols was determined. The Meyer equation is satisfied for ketones I and II paired with acetylacetone and for III and IV paired with methyl cyclopentanone-2-carboxylate in alcohol solutions.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 11, pp. 1473–1480, November, 1971. 相似文献
7.
Treatment of 4-[(3-hydroxy-2-pyridyl)amino]-2-phenyl-5-pyrimidinecarboxylic acid (X) with acetic anhydride under refluxing conditions afforded 10-hydroxy-2-phenyl-5H-pyrido[1,2-a]-pyrimido[4,5-d]pyrimidin-5-one acetate (IX). The intermediate X was prepared from 4-chloro-2-phenyl-5-pyrimidinecarboxylic acid ethyl ester (V). The reaction of V with the sodium salt of 2-amino-3-hydroxypyridine at room temperature gave 4-(2-amino-3-pyridyloxy)-2-phenyl-5-pyrimidinecarboxylic acid ethyl ester (VI). Treatment of VI with a hot aqueous sodium hydroxide solution and subsequent acidification gave X. Involvement of 4-[(3-hydroxy-2-pyridyl)amino]-2-phenyl-5-pyrimidinecaroboxylic acid ethyl ester (VIII) (Smiles rearrangement product) as an intermediate in the above alkaline hydrolysis reaction of VI to X was demonstrated by the isolation of VIII and its subsequent conversion into X under alkaline hydrolysis conditions. Acetylation of VIII with acetic anhydride in pyridine solution gave 4-[(3-hydroxy-2-pyridyl)amino]-2-phenyl-5-pyrimidinecarboxylic acid ethyl ester acetate (XI), which afforded IX on fusion at 220°. This alternative synthesis of IX from XI supported the structural assignment of IX. Fusion of VI gave 10-hydroxy-2-phenyl-5H-pyrido[1,2-a]pyrimido]4,5-d]pyrimidin-5-one (VII). The latter was also obtained when VIII was fused at 210°. Acetylation of VII with acetic anhydride afforded IX. 相似文献
8.
Marcos A. P. Martins Alana N. Zoch Alex F. C. Flores Günter Clar Nilo Zanatta Helio G. Bonacorso 《Journal of heterocyclic chemistry》1995,32(3):739-741
The β-alkoxyvinyl dichloromethyl ketones 1a-d are cyclocondensed with hydroxylamine hydrochloride in pyridine to afford the 5-hydroxy-5-dichloromethyl-4,5-dihydroisoxazoles 2a-d in good yield. The cyclo-condensation of compound 1c gave, together with 2c , 3-cyano-2-hydroxy-2-dichloromethyltetrahydrofuran 5c. The dehydratation of compounds 2a,b , derived from acyclic enol ethers, with concentrated sulfuric acid at 30°, led the corresponding 5-dichloromethylisoxazoles 3a,b. The dehydratation of compounds 2c,d , derived from cyclic enol ethers, with concentrated sulfuric acid at 30°, led the bicyclic 4,5-dihydroisoxazoles 4c,d , and at 55°, a competitive rearrangement reaction gives the 3-cyano-2-hydroxy-2-dichloromethyl-2H-pyran 5d. 相似文献
9.
M. V. Dmitriev P. S. Silaichev A. N. Maslivets 《Russian Journal of Organic Chemistry》2011,47(1):92-94
Reactions of isopropyl 2-(1-aryl-4,5-dioxo-2-phenyl-4,5-dihydro-1H-pyrrol-3-yl)-2-oxoacetates with alkylamines involve pyrroledione-pyrroledione recyclization with formation of isopropyl 1-aryl-2-hydroxy-4,5-dioxo-3-[phenyl(alkylamino)methylidene]pyrrolidine-2-carboxylates. 相似文献
10.
A number of 2-thioxopyrido[3′,2′:4,5]thieno[3,2-H]pyrimdin-4(3H-ones (5) have been synthesized by cyclocondensation of 2-carbethoxy-3-amino-4-phenyl-6-substituted-thieno[2,3-b]pyridines (3) with various isothiocyanates. Compounds 5 were S-methylated routinely and the reactions compared under solid-liquid phase transfer conditions to obtain 2-methylthiopyrido[3′,2′:4,5]thieno[3,2-d]pyrimidin-4(3H)-ones (6). The new triheterocyclic pyridothienopyrimidines were prepared with the objective to study their pharmacological properties. 相似文献
11.
Abbas Shafiee 《Journal of heterocyclic chemistry》1976,13(2):301-304
A method was developed for the synthesis of 5-carbethoxy-4-formyl-1,2,3-thiadiazole (I), its isomer (II); 5-benzoyl-4-formyl-1,2,3-thiadiazole (III), and its isomer (IV). It was demonstrated that although compounds I, III and IV with hydrazine gave 7H-1,2,3-thiadiazolo[4,5-d]-pyridazin-7-one (XXII), 7-phenyl-1,2,3-thiadiazolo[4,5-d]pyridazine (XXIII) and 4-phenyl-1,2,3-thiadiazolo[4,5-d]pyridazine (XXV), respectively; however, compound I gave its corresponding hydrazone (XXIV). 相似文献
12.
A. N. Grinev V. M. Lyubchanskaya G. Ya. Uretskaya 《Chemistry of Heterocyclic Compounds》1980,16(1):20-22
A number of 2-.carbethoxy-3-methylbenzofuran derivatives were synthesized. A 5,5-gem-dibromo derivative was obtained in the bromination of 2-carbethoxy-3-methyl-4-oxo-4, 5,6,7,tetrahydrobenzofuran. Dehydrobromination of this, dibromo derivative gave 2-carbethoxy-3-methyl-4-hydroxy-5-bromobenzofuran. Depending on the structure of the starting compound and the brominating agent, the bromine in the bromination of 2-carbethoxy-3-methyl-4-hydroxy- and 4-acetoxybenzofurans with bromine and N-bromosuccinimide is incorporated either in the methyl group or in 5 and 7 positions of the benzofuran ring. The nitration of 2-carbethoxy-3-methyl-4-hydroxybenzofuran and its bromo derivative leads to 5-nitro- and 5,7-dinitrobenzofuran derivatives. The structures of the synthesized benzofuran derivatives were established by means of the PMR spectra.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 1, pp. 27–29, January, 1980. 相似文献
13.
P. S. Silaichev V. O. Filimonov P. A. Slepukhin A. N. Maslivets 《Russian Journal of Organic Chemistry》2012,48(10):1329-1332
Methyl 1-aryl-3-cinnamoyl-4,5-dioxo-4,5-dihydro-1H-pyrrole-2-carboxylates reacted with 4-benzylamino- and 4-arylaminopent-3-en-2-ones to give 1-aryl-7-benzyl- and 1,7-diaryl-9-acetyl-4-cinnamoyl-3-hydroxy-8-methyl-1,7-diazaspiro[4.4]nona-3,8-diene-2,6-diones. The crystalline and molecular structures of 9-acetyl-4-cinnamoyl-3-hydroxy-1-(4-methoxyphenyl)-8-methyl-7-phenyl-1,7-diazaspiro[4.4]nona-3,8-diene-2,6-dione were studied by X-ray analysis. 相似文献
14.
Irradiation of 2, 2-dimethyl-3-phenyl- ( 1a ), 2, 3-diphenyl-2H-azirine ( 1b ) or the azirine-precursors 1-azido-1-phenyl-propene ( 2a ) and 1-azido-1-phenyl-ethylene ( 2b ), respectively, in benzene in the presence of azodicarboxylic acid diethylester, yields the corresponding 1, 2-carbethoxy-3-phenyl-Δ3-1, 2, 4-triazolines 4a–d (Scheme 1). Refluxing 4 ( a, c or d ) in 0, 2–0, 4M aqueous ethanolic potassium hydroxide leads to the formation of the 1-carbethoxy-3-phenyl-Δ2-1, 2, 4-triazolines 6 ( a, c or d ). Under the same conditions 4b is converted to 3, 5-diphenyl-1, 2, 4-triazole ( 7b , Scheme 2). In 10M aqueous potassium hydroxide solution heating of either 4 ( c or d ) or 6 ( c or d ) yields the 3-phenyl-1, 2, 4-triazoles 7 ( c or d ). Photolysis of 1-carbethoxy-5, 5-dimethyl-3-phenyl-Δ2-1, 2, 4-triazoline ( 6a ) in benzene in the presence of oxygen and trifluoroacetic acid methylester gives the 5-methoxy-2, 2-dimethyl-4-phenyl-5-trifluoromethyl-3-oxazoline ( 13 , Scheme 5). 5, 5-Dimethyl-3-phenyl-1, 2, 4-triazole seems to be the intermediate, which on losing nitrogen gives the benzonitrile-isopropylide ( 3a ). 相似文献
15.
Reaction of ethyl propiolate with 4-phenyl-2-thioxo-1,3-dithiole afforded 4-carbethoxy-2-thioxo-1,3-dithiole in high yield. Reaction of ethyl propiolate with 5-phenyl-2-thioxo-1,3-thiaselenole gave 4-carbethoxy-2-thioxo-1,3-thiaselenone (IX), 4-carbethoxy-2-selenoxo-1,3-dithiole (X) and 5-carbethoxy-2-thioxo-1,3-thiaselenole (XI). A possible mechanism for the formation of these compounds is given. 相似文献
16.
Ethyl acetoacetate reacted with 3-bromo-1,1,1-trifluoro-2-propanone in the presence of base to give 3-carbethoxy-4,5-dihydro-4-hydroxy-2-methyl-4-trifluoromethylfuran (I). Acid catalyzed dehydration of I gave the corresponding furan (III). Saponification of III gave 2-methyl-4-trifluoromethyl-3-furoic acid which was decarboxylated to yield 2-methyl-4-trifluoromethylfuran (V) for which a structure proof is presented. Conversion of the methyl groups of III and V to formyl groups is described. 相似文献
17.
The oxidation of 2,3-diphenyl-, 3-(4-chlorophenyl)-2-phenyl-, 3-(4-dimethylaminophenyl)-2-phenyl-, 3-(4-methoxyphenyl)-2-phenyl-,
2-phenyl-3-(3-pyridyl)-, 3-phenyl-2-(2-pyridyl)-, and 3-(4-dimethylaminophenyl)-6,6-dimethyl-4-oxo-2-(2-pyridyl)-4,5,6,7-tetrahydroindazoles
using H2SeO3 in acetic acid in the presence of sulfuric acid gave the corresponding 4,5-dioxo derivatives. Reaction of these with tosylhydrazine
gave 4-oxo-5-tosylhydrazino derivatives which were decomposed by alkali to give the corresponding 2,3-diaryl-5-diazo-6,6-dimethyl-4-oxo-4,5,6,7-tetrahydroindazoles.
__________
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 12, pp. 1829–1833, December, 2005 相似文献
18.
5-Hydroxy-7-alkyl-2-phenyl-7H-pyrrolo[2,3-d]pyrimidine-6-carbonitriles (VIIb-d) and 5-hydroxy-2-phenyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxylic acid, ethyl ester (VIIa) were prepared from 5-carbethoxy-4-chloro-2-phenylpyrimidine (IV) via 4-[(cyanomethyl)alkylamino[-2-phenyl-5-pyrimidinecarboxylic acid, ethyl esters (Vb-d) and 4-[(carboxymethyl)amino]-2-phenyl-5-pyrimidinecarboxylic acid, diethyl ester (Va), respectively. The hydroxy group of the pyrrolo-[2,3-d]pyrimidines could be methylated, acetylated and tosylated. Hydrolysis of 5-methoxy-7-methyl-2-phenyl-7H-pyrrolo[2,3-d]pyrimidine-6-carbonitrile (IX) afforded the corresponding amide (X). 相似文献
19.
L. N. Mazalov A. D. Fedorenko V. I. Ovcharenko E. V. Tretyakov E. Yu. Fursova N. A. Kryuchkova 《Journal of Structural Chemistry》2011,52(1):102-108
The N(1s) and O(1s) XPS spectra of stable nitroxyl radicals and molecules with a related heterocycle structure: 4,4,5,5-tetramethyl-2-phenyl-4,5-dihydro-1H-imidazole-3-oxide-1-oxyl, 4,4,5,5-tetramethyl-2-(3-nitrophenyl)-4,5-dihydro-1H-imidazole-3-oxide-1-oxyl, 4,4,5,5-tetramethyl-2-(2-hydroxyphenyl)-4,5-dihydro-1H-imidazole-3-oxide-1-oxyl, 4,4,5,5-tetramethyl-2-(2-hydroxy-3-nitrophenyl)-4,5-dihydro-1Himidazole-3-oxide-1-oxyl, and 4,4,5,5-tetramethyl-2-phenyl-4,5-dihydro-1H-imidazole-3-oxide were studied. The possibility to apply X-ray electron spectra for investigation of the charge electron and spin density distribution on free radical atoms and at their coordination by a metal is considered. 相似文献
20.
2,4,4-Trimethyl-5-phenyl-4H-imidazole, 4H-imidazole 3-oxide, and 4H-imidazole 1,3-dioxide were synthesized from 1-hydroxy-2,5,5-trimethyl-4-phenyl-3-imidazoline and 3-imidazoline 3-oxide, The action of hydrogen chloride on these compounds and on 2,4,4-trimethyl-5-phenyl-4H-imidazole 1-oxide gives products of the addition of water or alcohol — derivatives of 4-hydroxy-2-imidazolinium chlorides.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1246–1251, September, 1972. 相似文献