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1.
E. B. Melnikova M. M. Elchaninov A. A. Milov B. S. Lukyanov 《Chemistry of Heterocyclic Compounds》2008,44(9):1070-1076
The electrophilic reactions (nitration, bromination, hydroxymethylation, formylation, acylation) and radical substitution
reactions (nitration, arylation) of 2-(2-furyl)benzothiazole have been studied. It was found that all of the reactions occur
at position 5 of the furan ring. Only nitration in PPA gave the 5',6-dinitro derivative. Quantum-chemical calculation data
for the electron density distribution in the neutral and protonated 2-(2-furyl)benzothiazole molecules are given.
Dedicated to Boris Aleksandrovich Trofimov on his 70th jubilee.
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1331–1338, September, 2008. 相似文献
2.
The oxidation of 2-acetyl-5-methyl-4-R-furans (R = H, NO2) by selenious acid was studied. Derivatives substituted at the C=O groups of the corresponding glyoxals were obtained. The nitration of 2-(5-methyl-2-furyl)quinoxaline was carried out at C(4'). Oxidative splitting of the -nitrofuryl group occurs at the C(4)-C(5) and C(5)-O bonds. 相似文献
3.
Yu. N. Polivin R. A. Karakhanov V. I. Kelarev B. I. Ugrak M. E. Panina 《Russian Chemical Bulletin》1993,42(5):878-880
The interaction of furfurylidene acetone with methylmagnesium iodide and ethylmagnesium halides has been studied. In the first case 2-methyl-4-(2-furyl)-3-buten-2-ol is formed as the product of 1,2-addition (yield 73 %). In the second case 4-(2-furyl)-2-hexanone (42 %) is the result of 1,4-addition, whereas 3-methyl-5-(2-furyl)-3-heptanol (45 %) is formed by consecutive 1,2- and 1,4-addition. In all cases the products of 1,3-addition were found.Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 5, pp. 921–923, May, 1993. 相似文献
4.
The bromination of 2-amino-and 2-acetylamino-4-(2-furyl)thiazoles has been studied, and it has been shown that bromination takes place first in the furan ring and then, with an excess of bromine, also in the thiazole ring in position 5. 相似文献
5.
Nitration of 4-methyl-2-[2-(nitro-2-furyl)vinyl]thiazole with a mixture of concentrated nitric and sulfuric acids leads to 4-methyl-5-nitro-2-[2-(3,5-dinitro-2-furyl)vinyl]thiazole. Under the same conditions 2-methyl- and 2-acetamido-4-[1-R-2-(5-nitro-2-furyl)vinyl]thiazoles (R=CH3, Cl) are nitrated in the 3 position of the furan ring, 2-amino-4-[1-chloro-2-(5-nitro-2-furyl)vinyl]thiazole is nitrated in the 5 position of the thiazole ring and 2-acetamido-5-nitro-4-[2-(2-furyl)vinyl]thiazole undergoes profound changes. Under the influence of a mixture of of nitric acid and acetic anhydride the latter compound is converted quantitatively to the 5-nitro derivative (with respect to the furan ring), whereas 4-[2-(5-nitro-2-furyl)vinyl]thiazole derivatives do not undergo reaction.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 314–317, March, 1977. 相似文献
6.
N-Substituted 2-acetylamino-2-ethoxycarbonyl-3-(2-furyl)propanamides (8) were synthesized through the reaction of amines (13) with 2-acetylamino-2-ethoxycarbonyl-3-(2-furyl)propanoic acid (3b), which was prepared via condensation of 2-(bromomethyl)furan (10b) with diethyl acetamidomalonate, followed by partial hydrolysis of the resultant diethyl ester (3a) in the presence of barium hydroxide. However, bulky amines such as tert-butylamine or 2-trifluoromethylaniline did not afford the corresponding diamides (8). The biological activity of the prepared diamides (8) as root growth modulators was examined by germination assay using rape and leek seeds. N-(5-Bromo-2-thiazolyl)- and N-(4-chloro-2-benzothiazolyl)-2-acetylamino-2-ethoxycarbonyl-3-(2-furyl)propanamides (8h, i) both potently inhibited the root growth of rape seedlings, but were less effective in the case of leek seeds. The herbicide 2,4-dichlorophenoxyacetic acid completely inhibited root growth in both cases. 相似文献
7.
V. Tralić-Kulenović L. Fiser-Jakić Z. Lazarević 《Monatshefte für Chemie / Chemical Monthly》1994,125(2):209-215
Summary A number of substituted 2-(5-aryl-2-furyl)benzothiazoles and their vinylogues were synthesized from corresponding 5-arylfurfurals by convenient methods. The yields of products and their UV/Vis spectroscopic properties are substituent-dependent.
Synthese und absorptionspektroskopische Eigenschaften von substituierten Phenylfurylbenzthiazolen und ihren Vinylogen
Zusammenfassung Einige substituerte 2-(5-Aryl-2-furyl)benzthiazole und ihre Vinyloge wurden aus entsprechenden 5-Aryl-furfuralen synthetisiert. Die Ausbeuten an Produkten sowie ihre absorption-spektroskopischen Eigenschaften sind vom Substituenten abhängig.相似文献
8.
N. Saldabol J. Popelis O. Lando V. Slavinska 《Chemistry of Heterocyclic Compounds》2006,42(4):495-499
The synthesis of 2-(2-furyl)imidazo[1,2-a]pyrimidine has been carried out. Azocoupling, nitrosation, and bromination by 1
mole of bromine occur at position 3 of the bicycle. Reaction with 2 mol of bromine gives the 3,5‰-disubstituted derivative.
Bromination using 1 mol of bromine in 40% hydrobromic acid and sulfonation occur initially at the 5‰ position of the furyl
group.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 565–570, April, 2006. 相似文献
9.
Morpholinium 5-arylcarbamoyl-3-cyano-6-methyl-4-(5-methyl-2-furyl)-1,4-dihydropyridine-2-thiolates have been obtained by the
interaction of enamines of acetoacetanilides with 5-methyl-2-furfurylidenecyanothioacetamide. Alkylation of the salts gives
thioethers and oxidation gives the corresponding substituted pyridine-2(1H)-thiones. The structure of 2-allylthio-3-cyano-5-(2-methoxyphenylcarbamoyl)-6-methyl-4-(5-methyl-2-furyl)-1,4-dihydropyridine
was studied by X-ray crystallographic analysis.
__________
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 1, pp. 51–58, January, 2006. 相似文献
10.
F. M. Avotin'sh M. V. Petrova N. N. Tonkikh A. Strakov 《Chemistry of Heterocyclic Compounds》2000,36(11):1326-1328
Beckmann rearrangement of N-[3-(1-hydroxyimino)ethyl-2,2-dimethylcyclobutyl]acetylanthranilic acid, and its 5-bromo and 4-chloro derivatives gives the corresponding N-(3-acetylamino-2,2-dimethylcyclobutyl)acetylanthranilic acids. Treatment of these acylanthranilic acids with formamide gives 2-(3-acetylamino-2,2-dimethylcyclobutyl)methyl-4(3H)-quinazoline and its 6-bromo and 7-chloro derivatives. 相似文献
11.
N. S. Arutyunyan L. A. Akopyan G. M. Snkhchyan O. A. Papoyan G. A. Panosyan G. A. Gevorgyan 《Chemistry of Heterocyclic Compounds》2006,42(4):440-445
Ethyl α-cyano-β-(p-fluorophenyl)-β-(2-furyl)propionate was obtained by the condensation of ethyl α-cyano-β-(2-furyl)acrylate
with p-fluorophenylmagnesium bromide. Its deethoxycarbonylation led to β-(p-fluorophenyl)-β-(2-furyl)propionitrile. Reduction
of the nitrile with lithium aluminum hydride gave γ-(p-fluorophenyl)-γ-(2-furyl)propylamine. Some transformations of the latter
were studied.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 503–509, April, 2006. 相似文献
12.
2-(2-Furyl)-1-methyl-1H-acenaphtho[9,10-d]imidazole was obtained by the condensation of 9,1-acenaphthenequinone with furfural
in the presence of ammonium acetate followed by N-methylation of the obtained 2-(2-furyl)-1H-acenaphtho[9,10-d]imidazole with
methyl iodide in N-methylpyrrolid-2-one in the presence of potassium hydroxide. It was established that its electrophilic
substitution in an acidic medium only takes place at position 2 of the furan ring while in a neutral medium both position
2 and position 7 of the aromatic part of the molecule undergo electrophilic attack.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 191–196, February, 2006. 相似文献
13.
Djordje Vlaović Gordana Ćetković Ivan Juranić Jelica Balaž Stevan Lajšić Dejan Djoković 《Monatshefte für Chemie / Chemical Monthly》1990,121(11):931-939
Summary The syntheses andin vitro antibacterial and antifungal evaluation of certain (5-nitro-2-furyl)azomethines with different heterocyclic nuclei are described.
Die Anwendung von Lävulinsäure und 5-Nitro-2-furylmethylendiacetat in der Totalsynthese einiger neuer biologisch aktiver (5-Nitro-2-furyl)azomethine
Zusammenfassung Es wird die Synthese und diein-vitro-antibakterielle und antifungale Wirksamkeit für bestimmte (5-Nitro-2-furyl)azomethine mit verschiedenen heterocyclischen Kernen beschrieben.相似文献
14.
Recently,severalkindsoftotalsyntheticmethodsfornaturallyoccurringfuranoidfattyacids(F-acids)whichhavemanybiologicalactivities1havebeendeveloped2.Inthepresentpapertheauthorswishtoreportanewsimplerouteofsynthesizing9-(5-pentyl-carbomethoxyheptyl)triphenylphosphoniumbromideinthepresenceofpotassiumcarbonateandl,2-butyleneoxideinanunexpectedlylowyield(34%),mainlyduetotheextremelyunstablecharacterof2inbasicconditions,especiallyforstrongbaselikesodiummethoxidewhichgaverisetoconsiderableresinification… 相似文献
15.
V. E. Romanov E. E. Shul’ts M. M. Shakirov G. A. Tolstikov 《Russian Journal of Organic Chemistry》2011,47(4):581-588
Methyl 2-acetylamino-5-[2-(6-methylpyridin-3-yl)vinyl]benzoate reacted with phenacyl bromide to produce quaternary 1-(2-aryl-2-oxoethyl)-2-methyl-5-(4-acetylamino-3-methoxycarbonyl)pyridinium
bromides. 1,3-Dipolar cycloaddition of the latter to methyl propynoate and dimethyl but-2-ynedioate gave the corresponding
indolizine derivatives containing an anthranilic acid ester moiety. Reactions of acetylenes with N-phenacylpyridinium salts obtained from a diterpene alkaloid derivative, 2-(pyridin-3-yl)vinyl-substituted lappaconitine afforded
analogous compounds in which the indolizine fragment is conjugated to the aromatic ring of the alkaloid. 1,3-Dipolar cycloaddition
of 1-(2-aryl-2-oxoethyl)-2-methyl-5-(4-acetylamino-3-methoxycarbonyl) pyridinium bromides with methyl propynoate was regioselective. 相似文献
16.
2,3'-Biquinolyl reacts with halo derivatives in the presence of metallic lithium to give addition products at position 4', treatment of which with water gives 4'-R-1',4'-dihydro-2,3'-biquinolyls and with halo derivatives gives 1'-alkyl-4'-R-1',4'-dihydro-2,3'-biquinolyls. The reaction of 2,3'-biquinolyl with halo derivatives in the presence of metallic magnesium gives a mixture of products of addition at positions 2' and 4'. 1-Alkyl-3-(2-quinolyl)quinolinium halides and halo derivatives with metallic magnesium give 1'-alkyl-2'-R-1',2'-dihydro-2,3'-biquinolyls but form a complex mixture of substances when metallic lithium is used. 相似文献
17.
N. O. Saldabol A. Yu. Tsimanis Yu. Yu. Popelis S. A. Giller 《Chemistry of Heterocyclic Compounds》1973,9(3):374-376
2-(5-Bromo-2-furyl)quinoxaline and 3-(5-bromo-2-furyl)-2-quinoxalone were obtained by the action of bromine on the corresponding quinoxaline derivatives and also by condensation of o-phenylenediamine with, respectively, (5-bromo-2-furyl)glyoxal or (5-bromo-2-furyl)glyoxylic acid esters.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 404–406, March, 1973. 相似文献
18.
N. S. Arutyunyan L. A. Akopyan G. A. Gevorgyan G. M. Snkhchyan G. A. Panosyan 《Chemistry of Heterocyclic Compounds》2005,41(4):437-441
A preparative method was developed for the synthesis of ethyl furfurylidenecyanoacetate. Its condensation with phenylmagnesium bromide gave ethyl α-cyano-β-(2-furyl)hydrocinnamate, the decarboxylation of which led to β-(2-furyl)hydrocinnamonitrile. Reduction of this nitrile with lithium aluminum hydride gave 2-(3-amino-1-phenylpropyl)furan. Some of its transformations were studied.__________Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 517–521, April, 2005. 相似文献
19.
V. A. Mamedov V. N. Valeeva L. A. Antokhina A. V. Chernova R. R. Shagidullin G. M. Doroshkina I. A. Nuretdinov 《Russian Chemical Bulletin》1994,43(8):1368-1372
Esters and amides of 2,2-dichloro-3-(2-furyl)-3-hydroxypropionic acid were prepared by the reaction of furfural with dichloroacetic acid derivatives under the conditions of the Darzens condensation. The structures of the reaction products were confirmed by their1H NMR and IR spectra and chemical transformations.Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 8, pp. 1444–1448, August, 1994. 相似文献
20.
A. Strakovs N. N. Tonkikh M. Petrova K. V. Ryzhanova E. Palitis 《Chemistry of Heterocyclic Compounds》2002,38(4):449-455
The reaction of 2-formyl-1,3-cyclohexanedione, its 5,5-dimethyl, 5-phenyl and 5-(2-furyl) derivatives and of 2-formyl-1,3-indanedione and dehydroacetic acid with histamine, 3-(1-imidazolyl)propylamine, 3-(4-morpholyl)propylamine, 3-(2-pyrrolidon-1-yl)propylamine, 2-(1-piperazinyl)ethylamine, tryptamine, and 2-(aminomethyl)pyridine gave fifteen 2-aminomethylene derivatives. The reaction of these amines with 2-methyl-4-oxo-3,1-benzoxazine gave the 3-substituted 2-methyl-4(3H)-quinazolinones and with 4-oxo-2-phenyl-3,1-benzoxazine the monosubstituted N-benzoylanthranilic acid amides. 相似文献