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1.
Fischer indolisation of 2-aminophenyl ethyl ketone phenylhydrazone using glacial acetic acid saturated with hydrogen chloride as catalyst affords 3-methylindolo(l′:2′-3:4)2-methylquinazoline and 2-(2-aminophenyl)-3-methylindole. The latter compound is autoxidised to 2-(2-amino-phenyl)-3-hydroxy-3-methyl-3H-indole, a reaction which is shown to be dependent upon the presence of the primary amino group at the 2-position of the 2-phenyl substituent and which is much slower than the corresponding autoxidation of 2-(2-hydroxyphenyl)-3-methylindole to 3-hydroxy-2-(2-hydroxyphenyl)-3-methyl-3H-indole previously reported.Nitration of isopropyl phenyl ketone occurs preferentially at the ortho- rather than the meta- positions of the benzene nucleus. 相似文献
2.
N. Yu. Gorobets A. V. Borisov A. V. Silin V. M. Nikitchenko S. N. Kovalenko 《Chemistry of Heterocyclic Compounds》2002,38(11):1389-1396
The reaction of 3-(4-aryl-2-thiazolyl)- and 3-(2-benzothiazolyl)-2-iminocoumarins with N-nucleophiles was studied. This reaction gives 2-N-substituted 3-(4-aryl-2-thiazolyl)- and 3-(2-benzothiazolyl)iminocourmarins. N-Nucleophiles such as arylamines, heterocyclic amines, and hydrazine derivatives undergo this reaction. 相似文献
3.
A reaction of alkyl bromoacetates with substituted 3-cyano-2-methylthiopyridines in the presence of zinc dust furnishes 3-amino-3-(2-methylthiopyridin-3-yl)propenoic
esters. Their hydrolysis under mild conditions leads to 3-(2-methylthiopyridin-3-yl)-3-oxopropionic esters. The latter were
used in the synthesis of pyridine-substituted pyrazolones. 相似文献
4.
Vashkevich E. V. Potkin V. I. Kozlov N. G. Skakovskii E. D. 《Russian Journal of Organic Chemistry》2003,39(11):1587-1592
By reaction of Z-3-(2-naphthyl)-3-chloro-2-propenal and aromatic amines 1-(2-naphthyl)-3-iminoaryl-1-propenylarylamines were prepared which at heating in the glacial acetic acid afforded the corresponding 2-(2-naphthyl)quinolines. 相似文献
5.
Reaction of 3-(Dimethylamino)-2H-azirines with 1,3-Oxazolidine-2-thione to 3-(2-Hydroxyethyl)-2- thiohydantoins The reaction of 3-(dimethylamino)-2H-azirines 1 and 1,3-oxazolidine-2-thione ( 6 ), in MeCN at room temperature, yields, after hydrolytic workup, 3-(2-hydroxyethyl)-2-thiohydantoins 7 (Scheme 2). In the case of the spirocyclic 1c , crystallization of the crude reaction mixture leads to spiro [cyclopentane-1, 7′(7′aH)-imidazo [4, 3-b] oxazole] -5′-thione 8c . The mechanism is discussed. 相似文献
6.
The reaction of 2-mercapto-3-acetamido-5-(or 6-)chloropyridines with phenacyl bromide and substituted phenacyl bromides yielded 2-(phenacylmercapto)-3-acetamidopyridines, while the reaction of the former with -chloroacetoacetic ester yielded 2-(carbethoxyacyl-methylmercapto)-3-acetamidopyridlnes.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1391–1394, October, 1971. 相似文献
7.
O. V. Shablykina O. V. Khilya V. V. Ishchenko V. P. Khilya 《Chemistry of Natural Compounds》2005,41(5):529-532
3-(2-Quinolyl)- and 3-(5-carbethoxyfuryl-2)coumarins were prepared by reaction of substituted salicylaldehydes and hetarylacetonitriles.
Alkylation and acylation of 3-hetaryl-7-hydroxycoumarins were studied.
__________
Translated from Khimiya Prirodnykh Soedinenii, No. 5, pp. 432–434, September–October, 2005. 相似文献
8.
以6-溴-3-(氯苯基甲基)-2-甲氧基喹啉(2)为起始原料,经过偶合对接反应合成了新型喹啉类抗结核药物TMC-207的衍生物6-溴-3-[2-(6-溴-2-甲氧基喹啉-3-基)-1,2-二苯乙基]-2-甲氧基喹啉,其结构经1H NMR和HR-MS确证.最佳反应条件:2 10 mmol,Et_3N 5 mL,KI 0.17 g,乙腈150 mL,于80 ℃反应6 h,收率73%. 相似文献
9.
A facile transformation of 2- and 3-methylcarbazoles into 3-(carbazol-2-yl)-and 3-(carbazol-3-yl)-dl-alanines compounds is described. 相似文献
10.
Yihua Zhang Anna-Britta Hrnfeldt Salo Gronowitz 《Journal of heterocyclic chemistry》1995,32(2):435-444
3-(2-, 3- and 4-Pyridyl)-2-methoxythiophenes have been prepared in good yields through the Pd(0)-cat-alyzed coupling of the three isomeric bromopyridines with 3-trimethylstannyl-2-methoxythiophene. This compound was prepared through halogen-metal exchange of 3-bromo-2-methoxythiophene followed by stannylation. 3-Bromo-2-methoxythiophene was prepared by dibromination and α-debromination of 2-methoxythiophen. Most attempts to demethylate 2-methoxy-3-pyridylthiophenes using a large variety of reagents failed, probably due to the instability and high reactivity of the desired 3-pyridyl-2-hydroxythiophene systems. Only 2-methoxy-3-(3-pyridyl)thiophene reacted with boron tribromide to give 3-(3-pyridyl)-3-thiolene-2-one, which only was stable in ether solution at ?20°. The attempted demethylation of 2-methoxy-3-(2-pyridyl)thiophene with trimethylsilane chloride/sodium iodide in refluxing acetonitrile led to a dimer. Demethylation of the 2-methoxy-3-pyridylthiophenes with dibenzyl diselenide and sodium borohydride gave 3-pyridylthiophan-2-ones. A number of other routes to prepare 3-pyridyl-2-hydroxythiophenes were also explored, but none of them gave the desired compounds. On the other hand, the 4-(2-, 3-, and 4-pyridyl)-2-hydroxythiophene systems could easily be prepared by hydrogen peroxide oxidation of the corresponding 4-pyridyl-2-thiopheneboronic esters, which were obtained from 2-bromo-4-pyridylthiophenes by halogen-metal exchange followed by reaction with ethyl borate. The 2-bromo-4-pyridylthiophenes were prepared by dibromination of the known 3-pyridylthiophenes to the 2,5-dibromo derivatives, and removal of the 2-bromine by halogen-metal exchange at ?100°, followed by hydrolysis. The 1H nmr and ir spectroscopic investigations show that these quite stable 2-hydroxythiophene systems exist exclusively in the 4-pyridyl-3-thiolen-2-one forms. 相似文献
11.
Selenophene-alanines, labelled with γ-emitting selenium-75, are potential diagnostic agents for disorders of the pancreas. Two of the positional isomers of selenienyl-alanine were synthesized, namely 2-selenienylalanine [2-amino-3-(2-selenienyl)propanoic acid] (88% yield) and 3-selenienylalanine [2-amino-3-(3-selenienyl)propanoic acid] (65% yield). Both amino acids were prepared from the known chloromethyl selenophenes (2- and 3-) by reaction with diethyl acetamidomalonate and subsequent hydrolysis. The method employed was found to be more productive than others which were tried. 相似文献
12.
The synthesis of novel 2-(2-furyl)-cis-3-hydroxychro-manones(3a-c) has been achieved from 3-(2-furyl)-1-(2-hydroxy-aryl)-2-enones (1a-c) via acid catalyzed hydrolysis of dimethylacetals (2a-c), formed by hypervalent iodine oxidation using iodobenzene diacetate in methanolic potassium hydroxide. Action of dil. alkali on 3a and 3b provides a new synthesis of 2-(2-furyl)-3-hydroxychromones (6a, 6b). 相似文献
13.
The [Au2(TeSe2)2]2- anion has been prepared from the reaction of [TeSe3]2- with AuCN in DMF in the presence of PEt3 and from the reaction of [TeSe2]2- with AuCN in DMF. Reaction of [TeSe2]2- with AuCN in DMF in the presence of PEt3 leads ultimately to the [Au2(Te2)2]2- anion. 相似文献
14.
Knoevenagel condensation of 2-(benzothiazol-2-ylthio) acetonitrile (2) with either furan-2-carbaldehyde or thiophene-2-carbaldehydes leads to E-isomers 4a-b exclusively, while the condensation of the compound 2 with benzaldehyde or para-substituted benzaldehydes with an electron-donating group afforded E/Z mixtures 4c-e with preferentially formation of the E-isomer. Condensation of furan-2-carbaldehyde (3a) with either 1-(benzothiazol-2'-ylthio) propan-2-one (5) or 2-(2'-oxo propylthio)-3-phenyl-quinazolin-4(3H)-one (9) leads exclusively to the Z-isomers of 6 and 10, respectively. The structures of the newly synthesized compounds were elucidated by elemental analyses, 1H-NMR and 13C-NMR spectra, COSY, HSQC, HMBC, NOE, MS and X-ray crystallographic investigations. 相似文献
15.
Condensation of N-arylmethylene-2-naphthylamines with ethyl 2-oxocycopentanecarboxylate in the presence of HCl or CH3COOH yields ethyl 2-hydroxy-3-[aryl(2-naphthylamino)methyl]-2-cyclopentenecarboxylates and ethyl 3-arylmethylene-2-(2-naphthylamino)-1-cyclopentenecarboxylates, respectively. 相似文献
16.
Kochikyan T. V. Samvelyan M. A. Arutyunyan V. S. Avetisyan A. A. 《Russian Journal of Organic Chemistry》2003,39(9):1329-1333
Michael reaction of ethyl 5-alkoxymethyl-2-oxotetrahydrofuran-3-carboxylates with 3-methyl-3-buten-2-one gave ethyl 5-alkoxymethyl-3-(2-methyl-3-oxobutyl)-2-oxotetrahydrofuran-3-carboxylates. Alkaline hydrolysis of the latter, followed by decarboxylation afforded 5-alkoxymethyl-3-(2-methyl-3-oxobutyl)tetrahydrofuran-2-ones. The bromination of ethyl 5-alkoxymethyl-3-(2-methyl-3-oxobutyl)-2-oxotetrahydrofuran-3-carboxylates provides a convenient method for the preparation of 3-acetyl-8-alkoxymethyl-3-methyl- and 8-alkoxymethyl-3-bromoacetyl-3-methyl-2,7-dioxaspiro[4.4]nonane-1,6-diones in high yields. 相似文献
17.
(2S,3S)-[3-(2)H1]-4-Methyleneglutamic acid 1a and (2S,3R)-[2,3-(2)H2]-4-methyleneglutamic acid 1b have been synthesised for use in biosynthetic and metabolic studies. 相似文献
18.
B. F. Kukharev V. K. Stankevich N. A. Lobanova G.R. Klimenko V. A. Kukhareva 《Russian Journal of Organic Chemistry》2005,41(1):103-107
1-Alkylamino-3-(2-vinyloxyethoxy)-2-propanols react with 3-and 4-pyridinecarbaldehydes to give equimolar mixtures of cis- and trans-3-alkyl-5-(2-vinyloxyethoxymethyl)-2-[3(4)-pyridyl]oxazolidines.__________Translated from Zhurnal Organicheskoi Khimii, Vol. 41, No. 1, 2005, pp. 104–108.Original Russian Text Copyright © 2005 by Kukharev, Stankevich, Lobanova, Klimenko, Kukhareva. 相似文献
19.
Cyril Prknyi Hui Liang Yuan Nam Sook Cho Jin-Hwa J. Jaw Tamar E. Woodhouse Thomas L. Aung 《Journal of heterocyclic chemistry》1989,26(5):1331-1334
The synthesis of two new acyclic nucleoside analogs, 2-(2′,3′-dihydroxypropyl)-5-amino-2H-1,2,4-thiadiazol-3-one (1) and 3-(2′,3′-dihydroxypropyl)-5-amino-3H-1,3,4-thiadiazol-2-one (2), is reported. The first compound, 1, was obtained by reaction of 3-chloro-1,2-propanediol with the sodium salt of 5-amino-2H-1,2,4-thiadiazol-3-one (3) in anhydrous dimethylformamide. Similarly, 5-amino-3H-1,3,4-thiadiazol-2-one (4) reacted with 3-chloro-1,2-propanediol to give 2. The thiadiazole 4 was prepared by condensation-cyclization of hydrazothiodicarbonamide (9). 相似文献
20.
Anica Markovac Ambalal R. Patel Maurice P. MontagneLa Arthur B. Ash 《Journal of heterocyclic chemistry》1977,14(1):147-148
The preparation of 4-(3-nitrophenyl)-2-pieoline (3) was accomplished in one step by the Zecher-Krohnke ring-closure reaction. Compound 3 is the starling material for 2-lormyl-4-(3-arninophenyl)pyridine thiosemicarbazone (4-APPT), a promising antineoplastie agent. 相似文献