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1.
L. T. Kaulinya É. É. Liepin'sh M. Yu. Lidak R. A. Zhuk 《Chemistry of Heterocyclic Compounds》1982,18(1):85-93
The chlorination of 2-halomethyltetrahydrofurans and acyl derivatives of tetrahydrofuryl alcohol wasstudied; mixtures of 2,5- and 2,2-disubstituted tetrahydrofurans are formed as a result of the reaction. 2,4-Bis(trimethylsilyl) derivatives of uracil, 5-substituted uracils, and cytosine are alkylated by the resulting mixtures of -chloro ethers without separation, and mixtures of cis and transisomers of 1-(5-substituted-2-tetrahydrofuryl) and 1-(2-substituted-2-tetrahydrofuryl) derivatives of uracil, 5-substituted uracils, and cytosine are obtained. The reaction products were identified onthe basis of their PMR spectra.See [1] for Communication 15.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 1, pp. 101–110, January, 1982. 相似文献
2.
3.
Summary. A series of ureidopropenenitriles were synthesised by Knoevenagel condensation of ArCOCH2CN and HC(OEt)3 in presence of ureas in a one pot reaction. These ureidopropenenitriles were cyclised to 4-aryl-5-cyano-3-substituted pyrimidines (in acid) or to 4-amino-5-benzoylpyrimidines (in base) in 60–70% yields. The amine pyrimidine derivatives were further converted to substituted uracils by hydrolysis with isopentyl nitrite in DMF. Alkylation of uracils furnished 1,3-dimethyluracil derivatives with DMS in alkali. All new compounds were characterised by spectral and analytical methods. 相似文献
4.
Madhukar N. Jachak Chanda D. Tantak Raghunath B. Toche Naresh S. Badgujar 《Monatshefte für Chemie / Chemical Monthly》2004,30(5):1529-1538
A series of ureidopropenenitriles were synthesised by Knoevenagel condensation of ArCOCH2CN and HC(OEt)3 in presence of ureas in a one pot reaction. These ureidopropenenitriles were cyclised to 4-aryl-5-cyano-3-substituted pyrimidines (in acid) or to 4-amino-5-benzoylpyrimidines (in base) in 60–70% yields. The amine pyrimidine derivatives were further converted to substituted uracils by hydrolysis with isopentyl nitrite in DMF. Alkylation of uracils furnished 1,3-dimethyluracil derivatives with DMS in alkali. All new compounds were characterised by spectral and analytical methods. 相似文献
5.
D. Ya. Sniker R. A. Zhuk E. I. Stankevich G. Ya. Dubur S. A. Hiller 《Chemistry of Heterocyclic Compounds》1969,5(1):130-131
The reaction of alkoxy bromides with N1-(-tetrahydrofuryl) derivatives of pyrimidine bases has given a series of 6-alkoxy-5-bromo-1-(-tetrahydrofuryl)-5, 6-dihydrouracils. The hydrogenation of the 1-(-tetrahydrofuryl) derivatives of uracil and of 5-fluorouracil has been studied. It has been shown that in both cases 1-(-tetrahydrofuryl)-5, 6-dihydrouracil is formed. 相似文献
6.
S. A. Giller A. Ya. Perkone I. N. Getsova A. B. Rozenblit V. E. Golender 《Chemistry of Heterocyclic Compounds》1971,7(9):1191-1193
The corresponding N1-(2-furoylmethyl) and N1-(5-nitro-2-furoylmethyl) derivatives of uracil and its 5-substituted derivatives were obtained by the reaction of 2-bromo- and 5-nitro-2-bromoacetylfurans with uracil, 5-fluorouracil, and thymine. The structures of these compounds as N1-substituted uracils were proved by a study of the UV spectra at various pH values. The computational method of expanding the UV spectra into individual bands was used.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1268–1270, September, 1971. 相似文献
7.
Zavgorodnii S. G. Efimtseva E. V. Mikhailov S. N. Tsilevich T. L. Yavorskii A. É. Florent'ev V. L. 《Chemistry of Heterocyclic Compounds》1988,24(2):186-191
A convenient method for the synthesis of 1,5-dihydroxy-3-oxa-2-pentyl derivatives of nucleic bases, which consists in the condensation of trimethylsilyl derivatives of nucleic bases with 1,2,5-triacetoxy-3-oxapentane in the presence of SnCl4, is proposed. Optically active derivatives — (R)- and (S)-1-(1,5-dihydroxy-3-oxa-2-pentyl)uracil, respectively — were obtained by periodate oxidation of -L- and -D-arabinopyranosyluracil.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 223–228, February, 1988. 相似文献
8.
A. P. Volovodenko R. E. Trifonov P. V. Plekhanov G. L. Rusinov D. G. Bresnev V. A. Ostrovskii 《Chemistry of Heterocyclic Compounds》2000,36(6):714-721
The first and second protonations of annelated azoloazines have been investigated quantitatively in aqueous solution. Compounds investigated were pyrazolo[1,5-a]pyrimidine (pKBH
– 0.03±0.02, pKBH
2+ –7.87±0.30), 1,2,4-triazolo[4,3-b]-1,2,4-triazine (pKBH
+ –0.04±0.02, pKBH
2+ –8.00±0.10), 1,2,4-triazolo[1,5-a]pyrimidine (pKBH
+ 0.21±0.03, pKBH
2+ –9.00±0.09) and its 6R derivatives (R=NO2, Br, Cl). The annelated azoloazines studied are weaker bases than their unannelated analogs. According to quantum chemical calculations (AM1), protonation of these heterocycles may occur both at the azole and the azine fragments of the molecule.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 6, pp. 816–824, June, 2000. 相似文献
9.
Ya. F. Oshis A. A. Anderson M. V. Shimanskaya 《Chemistry of Heterocyclic Compounds》1982,18(7):740-745
The transformations of 1,3-diaminopropane and 3-amino-1-propanol under pulse conditions over tungsten trioxide in an inert atmosphere at 300–500 °C were investigated. The transformation of 1,3-diaminopropane leads to the formation of saturated pyrimidine bases; the maximum selectivity of the formation of hexahydropyrimidine bases at 300 °C is 60%, while the selectivity of the formation of tetrahydropyrimidine bases is 20% (400 °C). In the case of 3-amino-1-propanol the overall yield of heterocyclic bases was less than 5%, and piperazine and pyrazine derivatives were observed as the cyclic products; the formation of pyrimidine bases was not observed.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 7, pp. 967–973, July, 1982. 相似文献
10.
V. A. Dorokhov M. F. Gordeev A. V. Komkov V. S. Bogdanov 《Russian Chemical Bulletin》1991,40(1):142-147
2,4-Diamino-5-acetyl(ethoxycarbonyl)-6-methyl(phenyl)pyrimidines were obtained by the reaction of acetylacetone and -ketocarboxylic acid esters with dicyandiamide in the presence of Ni(OAc)2. It was shown that annelation of the pyrimidine ring with this compound provides a convenient method for building the pyrimido[4,5-d]-pyrimidine system. New derivatives of 2-aminopyrimido[4,5-d]pyrimidine, 7-amino-3H-pyrimido[4,5-d]-pyrimidin-4-one, and 7-amino-1H,3H-pyrimido[4,5-d]-pyrimidine-2,4-dione were synthesized.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 1, pp. 159–164, January, 1991. 相似文献
11.
Robin R. Coombs Melissa K. Ringer Johanna M. Blacquiere Joshua C. Smith J. Scott. Neilsen Yoon-Seo Uh J. Bryson. Gilbert Lisa J. Leger Haiwen Zhang Alison M. Irving Susan L. Wheaton Christopher M. Vogels Stephen A. Westcott Andreas Decken Felix J. Baerlocher 《Transition Metal Chemistry》2005,30(4):411-418
Schiff bases (HL) derived from sulfanilamides or aminobenzothiazoles add to Pd(OAc)2 to give complexes of the type PdL2 (1–7) in moderate to excellent yields. Reactions of Schiff bases containing pyrimidine groups, however, gave several products arising from competing coordination of the pyrimidine nitrogen. Palladium complexes and Schiff bases have been investigated as antifungal agents against Aspergillus niger and Aspergillus flavus. 相似文献
12.
In order to study the reaction mechanism of the catalytic intramolecular conversion of heterocycles [1–3] and to broaden the field of their application, we have studied the dehydration over Al2O3 of 1-amino-3-(-tetrahydrofuryl) propane (I), 1-methylamino-1-(-tetrahydrofuryl) propane (II), and 2-(3-hydroxy-1-propyl)-1-methylpyrrolidine (III), leading in all three cases to pyrrolizidine (IV). 相似文献
13.
The cis and trans isomers of 1-(3-halotetrahydro-2-furyl) derivatives of uracil, 5-substituted uracils, and cytosine were obtained by alkylation of 2,4-bis(trimethylsilyl) derivatives of uracil, 5-substituted uracils, and cytosine with 2,3-dihalotetrahydrofurans. 2,3-Anhydro compounds are also formed in the alkylation of 5-halouracil derivatives. The physicochemical properties of the compounds obtained and the antineoplastic activities of the 5-fluorouracil derivatives were studied.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 1, pp. 94–99, January, 1987. 相似文献
14.
Protropic tautomerism and conformational isomerism of 4-(N-arylamino)-2-(1H-pyrazol-1-YL)pyrimidines
A. V. Ivashchenko O. N. Garicheva L. V. Shmelev Yu. S. Ryabokobylko 《Chemistry of Heterocyclic Compounds》1980,16(8):868-872
New 4-(N-arylamino)-2-(1H-pyrazol-1-yl)pyrimidine derivatives were synthesized, and the UV, IR, and PMR spectra of solutions of them in CHCl3, CCl4 and d6-DMSO were studied. The questions of intermolecular association and conformational isomerism are discussed.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 8, pp. 1114–1119, August, 1980. 相似文献
15.
Electrophilic substitution of phenylselenenyl chloride at the 5-position of uracils in the presence of silver reagents, such as Ag2O, AgBF4, or CF3CO2Ag, afforded the corresponding 5-phenylselenenyluracils in excellent yields. 1,3-Dimethyl-5-phenylselenenyluracil (2a) , 5-phenylselenenyl-(2′,3′,5′-tri-O-acetyl)uridine (2b) , 5-phenylselenoxyl-1,3-dimethyluracil (3a) and 5-phenylselenoxyl-(2′,3′,5′-tri-O-acetyl)uridine (3b) were used for various transformations at C-5 or C-6 of pyrimidine bases via nucleophilic substitution, a free radical process, and a Michael-type addition utilizing the unique properties of organo-seleno groups located on C-5 of pyrimidine bases. 相似文献
16.
L. T. Kaulinya L. M. Yagupol'skii N. V. Kondratenko E. P. Vechirko A. É. Berzlnya V. N. Silinya É. É. Liepin'sh M. Yu. Lidak R. A. Zhuk 《Chemistry of Heterocyclic Compounds》1982,18(2):202-205
The synthesis of 2-fluoromethyltetrahydrofuran is described, and it is shown that chlorination of the latter gives 2-chloro-5- and 2-chloro-2-fluoromethyltetrahydrofurans in a ratio of 5:1. 2,4-Bis(trimethylsilyl) derivatives of uracil were alkylated by means of the mixture of -chloro ethers without separation, and a mixture of the cis and trans isomers of 1-(5-fluoromethyltetrahydro-2-furyl)uracils and 1-(2-fluoromethyltetrahydro-2-furyl)uracils were obtained. The reaction products were identified on the basis of the PMR spectra.See [1] for communication 16.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 256–259, February, 1982. 相似文献
17.
M. S. Novikov A. A. Ozerov Yu. A. Orlova R. W. Buckheit 《Chemistry of Heterocyclic Compounds》2005,41(5):625-629
The synthesis of novel 1-{[2-(phenoxy)ethoxy]methyl}uracil derivatives with different substituents in positions and 6 of the pyrimidine ring has been carried out. It has been shown that the alkylation of trimethylsilyl derivatives of uracil with 2-(4-chlorophenoxy)- and 2-(4-methylphenoxy)ethoxymethyl chloride under Hilbert-Johnson reaction conditions gives N(1)-substitution products. It was found that the 1-{ [2-(phenoxy)ethoxy]methyl}uracil derivatives show viral inhibition properties relative to human immunodeficiency type 1 virus in vitro. The most active compounds are 5-bromo-6-methyluracil derivatives which suppress viral reproduction by 50% at 7.2 and 7.8 micromolar concentrations.__________Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 726–731, May, 2005. 相似文献
18.
H G?rner 《Journal of photochemistry and photobiology. B, Biology》1990,5(3-4):359-377
The emission spectra of nucleic acids, pyrimidine and purine nucleotides, nucleosides and bases and a series of pyrimidine derivatives were obtained using UV light excitation in glasses (ethanol and 2:1 mixtures of ethylene glycol and water (EG-H2O); also partly in butyronitrile and 2-methyltetrahydrofuran) at 77 K. The quantum yields of fluorescence phi f and phosphorescence phi p of some 30 compounds are presented; for several substituted uracils they are reported for the first time. The values cover a range from phi f = 0.0002 and phi p = 0.001 for uracil in ethanol to phi f = 0.50 for guanosine in acidic ethanol and phi p = 0.095 for guanosine-5'-monophosphate in EG-H2O (pH 6-7). The phosphorescence lifetime tau p at 77 K ranges from about 0.3 s (uracil moiety) to 3 s (adenine moiety). The measured tau p, phi f and phi p values are compared with those available in the literature. 相似文献
19.
V. I. Shvedov I. A. Kharizomenova L. B. Altukhova A. N. Grinvev 《Chemistry of Heterocyclic Compounds》1970,6(3):400
Continuing investigations in the field of the synthesis of condensed heterocyclic systems containing pyrrole and indole fragments ¦1–3¦, we have condensed of 2-aminopyrrole derivatives with various 1, 3-dicarbonyl compounds. The reaction took place at the boil in solutions in pyridine or acetic acid, and also without a solvent at 150–160° C, forming in a single stage derivatives of pyrrolo[1, 2-a]pyrimidine (I–III) and pyrrolo[2, 1-b]-tetrahydroquinazoline (IV–VI). The condensation of 2-aminopyrrole with acetoacetic and substituted acetoacetic esters led to 4-oxo derivatives of pyrrolo[1, 2-]pyrimidine (VII and VIII). 相似文献
20.
With the aim of searching for new antiviral agents of the acyclonucleoside type, 3-O-arly esters of (R,S)-9-(2,3-dihydroxypropyl)adenine adenine and its pyrimidine analogs have been synthesized. Alkylation of adenine and cytosine by aryl glycidyl ethers in the presence of potassium carbonate affords 46–76% yields of the corresponding N9- and N1-substituted derivatives. The interaction of aryl glycidyl ethers with trimethylsilyl derivatives of uracil and thymine also results in 41–57% yields of N1-monosubstituted products with identical acyclic chain structure.Scientific-Research Institute of Pharmacology at the Volgograd Medical Academy, Volgograd 400066, Russia.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 1, pp. 82–86, January, 1999. 相似文献