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1.
Ethyl 2-{2-[4-(2,3-dimethyl-5-oxo-1-phenyl-3-(pyrazolin-4-yl)]-2-cyano-1-(phenylamino)vinylthio}-acetate, 2-[4-(2,3-dimethyl-5-oxo-1-phenyl-(3-pyrazolin-4-yl))(1,3-thiazol-2-yl)]2-(4-oxo-3-phenyl-(1,3-thiazoilidin-2-ylidene))ethanenitrile, 2-[4-(2,3-dimethyl-5-oxo-1-phenyl(3-pyrazolin-4-yl))(1,3-thiazol-2-yl)]-2-(4-methyl-3-phenyl(1,3-thiazolin-2-ylidene))ethanenitrile, 2-(5-acetyl-4-methyl-3-phenyl(1,3-thiazolin-2-ylidene))-2-[4-(2,3-dimethyl-5-oxo-1-phenyl(3-pyrazolin-4-yl))(1,3-thiazol-2-yl)]ethanenitrile, and ethyl 2-(cyano(4-(2,3-dihydro-1,5-dimethyl-3-oxo-2-phenyl-1H-pyrazol-4-yl)thiazol-2-yl)methylene)-2,3-dihydro-4-methyl-3-phenylthiazole-5-carboxylate were synthesized by treatment of 2-(4-(2,3-dihydro-1,5-dimethyl-3-oxo-2-phenyl-1H-pyrazol-4-yl)thiazol-2-yl)-3-mercapto-3-(phenylamino)-acrylonitrile with appropriate halo ketones or halo esters. Also, 4-{2-[5,7-dimethyl-2-(phenylamino)(7a-hydropyrazolo[1,5-a]pyrimidin-3-yl](1,-thiazol-4-yl)}-2,3-dimethyl-1-phenyl-3-pyrazolin-5-one derivatives were synthesized via reaction of 4-{2-[5-amino-3-(phenylamino)pyrazolin-4-yl](1,3-thiazol-2-yl)}-2,3-dimethyl-1-phenyl-3-pyrazolin-5-one with β-diketone or β-keto ester. All synthesized compound were established by elemental analysis, spectral data, and alternative synthesis whenever possible. 相似文献
2.
Boris I. Usachev Sergey A. UsachevGerd-Volker Röschenthaler Vyacheslav Ya. Sosnovskikh 《Tetrahedron letters》2011,52(50):6723-6725
4-Aryl-6-(trifluoromethyl)-2H-pyran-2-ones and ethyl 4-aryl-6-(trifluoromethyl)-2-oxo-2H-pyran-3-carboxylates react with sodium azide to produce highly functionalized CF3-1,2,3-triazoles: 3-[5-(trifluoromethyl)-1,2,3-triazol-4-yl]cinnamic acids and monoethyl esters of [5-(trifluoromethyl)-1,2,3-triazol-4-yl]arylmethylidene malonic acids. 相似文献
3.
Cheruzel LE Mashuta MS Buchanan RM 《Chemical communications (Cambridge, England)》2005,(17):2223-2225
The self assembly of (bis(1-methyl-imidazol-2-yl)methyl)(1-methyl-4-nitroimidazol-2-yl)methyl)amine and boric acid results in a supramolecular structure containing bundled antiparallel imidazole-boric acid helices and boric acid filled one-dimensional channels. 相似文献
4.
The optimum route for the synthesis of methyl esters of N-[(4-substituted amino)-5-cyano-2-methylthiopyrimidin-6-yl]amino acids (which are starting materials for preparing the methyl esters of the corresponding 5-amino-4-(substituted amino)pyrrolo[2,3-d]pyrimidine-6-carboxylic acids) is via subsequent reactions of 4,6-dichloro-2-methylthiopyrimidine-5-carbonitrile with amines and methyl glycinate. In some examples, the reaction of methyl N-(4-chloro-2-methylthio-6-pyrimidinyl)aminoacetate with amines occurs to give the corresponding acid amides. The previously unknown synthesized derivatives of pyrimidin-6-yl amino acids and 4,5-diaminopyrrolo[2,3-d]pyrimidine- 6-carboxylic acids possess fungicidal properties.Vilnius University, Vilnius 2006, Lithuania. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No 7, pp. 955–961, July, 2000. 相似文献
5.
V. A. Savel’ev A. Ya. Tikhonov T. V. Rybalova 《Russian Journal of Organic Chemistry》2016,52(10):1444-1451
ω-(4-Oxo-1,4-dihydropyridin-2-yl)alkanamides were obtained from cycloalkanone oximes spirofused to 4-oxo-6-methyl-1,2,3,4-tetrahydropyridine fragment through the α-carbon atom and C2, respectively, on heating in polyphosphoric acid. The resulting amides were converted to the corresponding acids and methyl esters. Methylation of 5-(6-methyl-4-oxo-1,4-dihydropyridin-2-yl)pentanamide with diazomethane gave 4-methoxypyridine derivative as the major product and a small amount of N-methyl derivative, 5-(1,6-di-methyl- 4-oxo-1,4-dihydropyridin-2-yl)pentanamide. 相似文献
6.
Quinazoline Carboxylic Acids. An Easy Route to (4-Oxo-3,4-dihydroquinazolin-3-yl)-alkanoic Acids, (4-Oxo-3,4-dihydro-1,2,3-benzotriazin-3-yl)-alkanoic Acids and their Esters A new route was found for the synthesis of (4-Oxo-3,4-dihydroquinazolin-3-yl)-alkanoic acids ( 8 ) and (4-Oxo-3,4-dihydro-1,2,3-benzotriazin-3-yl)-alkanoic acids ( 6 ) by cyclization of the N-(2-aminobenzoyl)amino acids 5 with HCOOH or HNO2. 2H-3,1-Benzoxazine-2,4(1H)-diones ( 1 ) reacted with glycine esters to 2 , which were cyclized by HNO2 to the esters 4 . Ester 4 was hydrolyzed to 6 (X = CH2). Diones 1 reacted with the most common amino acids (as the ammonium salt of tertiary amine) to amino-alkanoic acids 5 , which were cyclized with orthoformate to 7 or 8 depending on the reaction conditions. 相似文献
7.
E. P. Doronina L. M. Pevzner V. A. Polukeev M. L. Petrov 《Russian Journal of General Chemistry》2017,87(3):447-455
By adding diethyl hydrogen phosphite to 5-trifluoromethyl-2-furaldehyde (5-trifluoromethylfur-2-yl)(diethoxyphosphoryl)methanol was synthesized. It was oxidized with DMSO-acetic anhydride mixture to diethyl 5-trifluoromethyl-2-furoyl phosphonate. The reaction of the latter with ethoxymethylenetriphenylphosphorane gives ethyl (2E)-3-(diethoxyphosphoryl)-3-(5-trifluoromethylfur-2-yl)propenoate. Analogous reaction of (diethoxyphosphoryl)(5-trifluoromethylfur-2-yl)acetic aldehyde yields ethyl (4E)-4-(diethoxyphosphoryl)-4-(5-trifluoromethylfur-2-yl)-but-3-enoate. The addition of nitromethane to these esters of unsaturated acids in the presence of potassium fluoride gives a mixture of diastereomers of phosphorylated esters of 2-nitromethyl-3-(5-trifluoromethylfur-2-yl)propanoic and 3-nitromethyl-4-(5-trifluoromethylfur-2-yl)butanoic acids respectively. By the reduction of ethyl nitropropanoate with zinc and formic acid in dioxane ethyl 2-aminomethyl-3-(diethoxyphosphoryl)-3-(5-trifluoromethylfur-2-yl)propanoate was prepared in a low yield. It may be considered as the derivative of β-alanine containing additional pharmacophore fragments. 相似文献
8.
We report herein the synthesis of substituted 2-(6-nitrobenzo[1,3]dioxol-5-yl)-1- aryl ethanols and 2-(6-nitrobenzo[1,3]dioxol-5-yl)-propionic acid ethyl esters from the reaction of 5-chloromethyl-6-nitrobenzo[1,3]dioxole with various aromatic carbonyl and alpha- carbonyl ester derivatives using the tetrakis(dimethylamino)ethylene (TDAE) methodology. 相似文献
9.
K. R. Acharya 《Journal of Chemical Sciences》1984,93(2):183-187
6-[(l-methyl-4-nitroimidazol-5-yl)thio] purine, is an immunosuppressant derivative of the antitumour drug, 6-mercaptopurine.
Crystals are monoclinic witha = 4.488(2),b = 31.886(4), c = 8.067(2)A and β= 105.99(2)° in the space group P21/c. The crystal structure was solved by direct methods using diffractometer data and refined by least squares to anR- index of 0.065 for 502 observed reflections. The molecule crystallizes in the N(9)-H tautomer form, in contrast to the N(7)-H
tautomer form found in crystals of 6-mercaptopurine and assume a conformation in which the substituents on the sulphur atom
are directed away from imidazole moiety of the purine
NCL Communication number 3313 相似文献
10.
E. V. Aleksandrova P. M. Kochergin L. V. Persanova V. S. Korsunskii V. S. Shlikhunova 《Chemistry of Heterocyclic Compounds》2001,37(4):490-495
2-Substituted 7-methyl-6-(nitroimidazolyl)thiopurines have been synthesized by the reaction of 2-chloro(phenylamino, cycloalkylamino)-7-methyl-6-thiopurines with 5(4)-halo-4(5)-nitroimidazoles and the reaction of 2,6-dichloro-(6-chloro-2-dimethylamino)-7-methylpurines with sodium or ammonium salts of 5(4)-mercapto-4(5)-nitroimidazoles. 相似文献
11.
John T. Shaw Deborah A. Miller J. Larry Holodnak 《Journal of heterocyclic chemistry》1977,14(2):341-343
Procedures were developed to convert 4-(2-methyl-1,3,4,6,9b-pentaazaphenalene-5-yl)butanoic acid (Ia) and 3-(2-methyl-1,3,4,6,9b-pentaazaphenalene-5-yl)propanoic acid (IIa) to a series of esters and amides. 相似文献
12.
The previously unknown 4-(alkyl-11-oxo-7,8,9,10,11,12-hexahydrobenzo[a]acridin-12-yl)- and 4-(alkyl-1,8-dioxo-2,3,4,5,6,7,8,9-octahydro-1H-xanthen-9-yl)-2-methoxyphenyl esters of aliphatic (C5-C7, C12) carboxylic acids were synthesized via cascade heterocyclization of cyclohexane-1,3-dione and dimedone with 2-naphthylamine and long-chain vanillyl esters. 相似文献
13.
V. M. Prokopenko S. G. Pil’o A. N. Vasilenko V. S. Brovarets 《Russian Journal of General Chemistry》2010,80(11):2358-2365
On the basis of methyl esters of 2-aryl-5-hydrazino-1,3-oxazole-4-carboxylic acids the earlier unknown methyl esters of 2-aryl-5-(3,5-dimethyl-1H-pyrazol-1-yl)-1,3-oxazole-4-carboxylic acids as well as their functional derivatives were synthesized. The latter were used
for further transformations, in particular, for introducing the residues of highly basic aliphatic amines into the 5 position
of oxazole, and the oxazol-2-yl moiety into the 4 position of the oxazole ring. 相似文献
14.
The electroreduction of aromatic β-dimethylcarbamoyl-β-imino esters, prepared from (S)-aspartic acid, in the presence of chlorotrimethylsilane gave five-membered cyclized products, 1-benzoyl-4-hydroxy-5-aryl-N,N-dimethylpyrrolidine-2-carboxamides and 5-(dimethylcarbamoyl)-2-aryl-1H-pyrrol-3-yl benzoates, depending on the post-treatment after the electroreduction. The electroreduction of aromatic γ-dialkylcarbamoyl-γ-imino and γ-methoxylmethyl-γ-imino esters, prepared from (S)-glutamic acid, and following transformation gave six-membered cyclized products, 1-benzoyl-5-hydroxy-N,N-dialkyl-6-phenylpiperidine-2-carboxamides and 3-hydroxy-6-(methoxymethyl)-2-phenylpiperidin-1-yl)(phenyl)methanones, respectively. 相似文献
15.
M Miyauchi R Endo K Watanabe Y Kawahara M Iwata I Kawamoto 《Chemical & pharmaceutical bulletin》1990,38(6):1587-1590
Acyloxyalkyl esters (2a-d), alkyloxycarbonyloxyalkyl esters (2e-g) and (5-methyl-2-oxo-1,3-dioxol-4-yl)methyl ester (2h) of (5R,6S)-2-(2-fluoroethylthio)-6-[(1R)-1-hydroxyethyl]penem-3- carboxylic acid (1) were synthesized. Enhanced oral absorption was observed in mice reflecting increased lipophilicity, compared with the parent 1 itself. Among them, the ester 2h showed a prolonged plasma level and a large area under the blood concentration-time curve (AUC) in rats. These ester-type prodrugs of penem 1 in phosphate buffer (pH 6.86) were much more stable than those of cephalosporins which easily degraded via isomerization to delta 2 cephalosporins. 相似文献
16.
Kozlov N. G. Gusak K. N. Tereshko A. B. Dikusar E. A. 《Russian Journal of Organic Chemistry》2004,40(5):705-710
Condensation of vanillin esters of aliphatic acids with 6-aminoquinoline and cyclic c-diketones (1,3-cyclohexanedione and dimedone) afforded new 2-methoxy-4-(11-oxo-7,8,9,10,11,12-hexahydrobenzo[b][4,7]phenanthrolin-12-yl)phenyl esters of carboxylic acids. 相似文献
17.
V. V. Baranov G. A. Gazieva Yu. V. Nelyubina A. N. Kravchenko N. N. Makhova 《Russian Journal of Organic Chemistry》2011,47(10):1564-1571
Acid-catalyzed reactions of N-(carboxyalkyl)ureas with 1,3-dialkyl-4,5-dihydroxy-4,5-diphenylimidazolidine-2-thiones in methanol or propan-2-ol led to
the formation of previously unknown ω-(4,6-dialkyl-2-oxo-3a,6a-diphenyl-5-thioxooctahydroimidazo[4,5-d]imidazol-1-yl)alkanoic acids and their methyl and isopropyl esters. The structure of some esters was proved by X-ray analysis.
Methyl (4,6-diethyl-2-oxo-3a,6adiphenyl-5-thioxooctahydroimidazo[4,5-d]imidazol-1-yl)acetate showed anxiolytic effect. 相似文献
18.
K Sakagami K Atsumi Y Yamamoto A Tamura T Yoshida K Nishihata S Fukatsu 《Chemical & pharmaceutical bulletin》1991,39(9):2433-2436
7-[2-(2-Aminothiazol-4-yl)-2(Z)-methoxyiminoacetamido]-3(Z)- (4-methylthiazol-5-yl)vinyl-3-cephem-4-carboxylic acid (11, ME1206) and its 3-trans isomer (13) were prepared to test antibacterial activity. These compounds exhibited excellent antibacterial activity against both gram-positive and gram-negative bacteria, including beta-lactamase producing strains. The pivaloyloxymethyl esters (12 and 14) of the compounds (11 and 13) were prepared by esterification with pivaloyloxymethyl iodide. Among them, pivaloyloxymethyl 7-[(Z)-2-(2-aminothiazol-4-yl)-2-methoxyiminoacetamido]- 3(Z)-(4-methylthiazol-5-yl)vinyl-3-cephem-4-carboxylate (12, ME1207) showed good urinary recovery after oral administration in mice. 相似文献
19.
H. A. Dewald 《Journal of heterocyclic chemistry》1984,21(4):1175-1176
A convenient preparation of 5-amino-1,3-dialkylpyrazol-4-yl heterocyclic ketones is reported. They are prepared from the reaction of heterocyclic esters with the di-lithio derivative from N-(4-bromo-1,3-dimethyl-1H-pyrazol-5-yl)benzamide ( 1 ). 相似文献
20.
P. M. Kochergin E. V. Aleksandrova V. S. Korsunskii V. S. Shlikhunova 《Chemistry of Heterocyclic Compounds》2000,36(2):182-184
We have synthesized a series of novel 2-amino-6-(nitroimidazolyl)thiopurines by reaction of thioguanine with 1-alkyl(1,2-dialkyl)-5-chloro-4-nitro-, 2-alkyl(1,2-dialkyl)-5-bromo-4-nitro-, and 1-alkyl(1,2-dialkyl)-4-chloro-5-nitroimidazoles.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 221–224, February, 2000. 相似文献