共查询到20条相似文献,搜索用时 15 毫秒
1.
N. N. Smolyar Kh. Ya. Lopatinskaya A. B. Vasilechko D. A. Lomov Yu. M. Yutilov 《Russian Journal of Organic Chemistry》2007,43(3):417-421
Nitration of 1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one and its N-methyl derivatives at 0–5°C and 60°C gives 5-nitro-and 5,6-dinitro-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-ones, respectively. The latter can also be obtained by nitration of 5-mononitro derivatives under similar conditions. The nitration of 6-chloro-and 6-bromo-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-ones and their N-methyl-substituted analogs leads to the formation of the corresponding 6-chloro(bromo)-5-nitro compounds. The same products are formed in the nitration of 5,6-dichloro-and 5,6-dibromo-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-ones. In this case, the process involves replacement of the halogen atom in position 5 of the pyridine fragment by nitro group. The nitration of 6-bromo-5-methyl-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one is accompanied by oxidation of the 5-methyl group to carboxy. 相似文献
2.
N. N. Smolyar N. N. Troyan A. B. Vasilechko D. A. Lomov Yu. M. Yutilov 《Russian Journal of Organic Chemistry》2007,43(11):1706-1709
Nitration of 2,3-dihydro-1H-imidazo[4,5-b]pyridin-2-one gave its 5-nitro derivative which was subjected to alkylation with dimethyl sulfate, diethyl sulfate, and benzyl(dimethyl)phenylammonium chloride. The resulting 1,3-dimethyl-, 1,3-diethyl-, and 1,3-dibenzyl-5-nitro-2,3-dihydro-1H-imidazo[4,5-b]pyridin-2-ones were reduced to the corresponding 1,3-dialkyl-5-amino-2,3-dihydro-1H-imidazo[4,5-b]pyridin-2-ones, and the latter reacted with itaconic acid to produce 1-(1,3-dialkyl-2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin-5-yl)-5-oxopyrrolidine-3-carboxylic acids. 1-(2-Oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin-5-yl)-5-oxopyrrolidine-3-carboxylic acid was obtained by analogous reaction with 5-amino-2,3-dihydro-1H-imidazo[4,5-b]-pyridin-2-one. 相似文献
3.
D. A. Lomov 《Russian Journal of Organic Chemistry》2016,52(1):51-53
Treatment of 5-amino-1,3-dialkyl-2,3-dihydro-1H-imidazo[4,5-b]pyridin-2-ones with sodium nitrite in aqueous HCl gave 1,3-dialkyl-1H-imidazo[4,5-b]pyridine-2,5(3H,4H)-diones which were nitrated with potassium nitrate in sulfuric acid to 6-nitro derivatives, and the latter underwent recyclization into 4-amino-1,3-dialkyl-5-(1H-pyrazol-5-yl)-2,3-dihydro-1H-imidazol-2-ones by the action of hydrazine hydrate. 相似文献
4.
Alkylation of 3-methoxycarbonyl-2-methyl-5-oxo-4,5-dihydro-1H-indeno[1,2-b]pyridine and 12-oxo-12,13-dihydro-7H-7azaindeno[1,2-b]phenanthrene using methyl iodide or allyl bromide in DMF solution in the presence of NaH occurs with high selectivity and
gives the corresponding C-alkyl derivatives in high yield. The acid cleavage of the 4a-alkylated 3-methoxycarbonyl-2-methyl-5-oxo-4a,5-dihydroindeno[1,2-b]pyridines has been studied.
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 415–420, March, 2009. 相似文献
5.
4-Phenyl-2H-pyrimido[2,1-b]benzothiazol-2-ones have been synthesized in quantitative yields by the reaction of 2-aminobenzothiazoles with alkynoic acid.
The antimicrobial activity of the synthesized compounds was tested against bacterial species, Bacillus coagulans, Bacillus subtilis, Staphylococcus aureus, and Pseudomonas aeruginosa. The synthesized compounds have shown significant activity against microorganisms which can be correlated with the fused
heterocyclic systems. 相似文献
6.
Alkylation of pyridin-2(1H)-one and 5-nitropyridin-2(1H)-one with 4-bromobut-1-ene afforded a mixture of N- and O-butenyl derivatives. 1-(But-3-en-1yl)pyridin-2(1H)-one and 1-(but-3-en-1-yl)-5-nitropyridin- 2(1H)-one reacted with bromine and iodine to give 2-(halomethyl)-3,4-dihydro-2H-pyrido[2,1-b][1,3]-oxazinium halides. 相似文献
7.
E. A. Lashmanova V. S. Larina A. K. Shiryaev 《Russian Journal of Organic Chemistry》2017,53(8):1249-1252
Alkylation products were obtained from ethyl 2-(hydroxyimino)-7-methyl-3-oxo-5-aryl-2,3- dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidin-6-carboxylates at the treatment with alkyl halides, dimethyl sulfate, and diazomethane. Diazomethane alkylated the initial substrate at the oxygen atom of the carbonyl group of the thiazolidine fragment, the other reagents, at the oxygen atom of the hydroxyimino group. 相似文献
8.
I. N. Bardasov A. U. Alekseeva D. A. Bezgin O. E. Nasakin O. V. Ershov 《Russian Journal of Organic Chemistry》2018,54(8):1179-1183
An environmentally friendly method has been developed for the preparation of 5H-chromeno[2,3-b]pyridine derivatives in an aqueous medium under ultrasound irradiation. 相似文献
9.
E. S. Barskaia A. A. Beloglazkina B. Wobith N. A. Zefirov A. G. Majouga E. K. Beloglazkina N. V. Zyk S. A. Kuznetsov O. N. Zefirova 《Russian Chemical Bulletin》2015,64(7):1560-1563
A series of 2-aryl-5-arylmethylidene-1,3-oxazol-5(4H)-ones and 2-aryl-5-arylmethylidene-N-methyl-3,5-dihydro-4H-imidazol-4-ones was synthesized as structural analogs of combret- astatin A-4 (a compound possessing antitumor activity). (5Z)-5-[(4-Methoxyphenyl)methyl-idene]-3-methyl-2-(4-methylphenyl)-3,5-dihydro-4H-imidazol-4-one was found to exhibit the highest cytotoxicity against cells of human A549 lung carcinoma line (EC50 = 6±0.8 μmol L?1). 相似文献
10.
11.
B. I. Buzykin E. V. Mironova A. T. Gubaidullin I. A. Litvinov V. N. Nabiullin 《Russian Journal of General Chemistry》2008,78(4):634-648
Compounds capable of tautomerism: sulfanyl-1,2,4-triazole, its C-phenyl derivative, and the crystal hydrate of the latter, were studied by single crystal X-ray diffraction. In the crystals they exist in the form of 3-R-1(H),4(H)-4,5-dihydro-1,2,4-triazole-5-thione with a considerable contribution of the bipolar structure. Published data on the tautomerism of sulfanyl-1,2,4-triazoles and their N-substituted analogs and on the correlation between the spectral characteristics and structures of sulfanyl-1,2,4-triazoles capable of tautomerism are discussed. 相似文献
12.
A. I. Vas’kevich R. I. Vas’kevich V. I. Staninets S. A. But A. N. Chernega 《Russian Journal of Organic Chemistry》2007,43(10):1526-1531
2-(2-propynylsulfanyl)-5,6,7,8-tetrahydrobenzo[b]thieno[2,3-d]pyrimidin-4(3H)-one with arylsulfenyl chlorides in chloroform gave products of anti-Markownikoff Ad E-addition. The use of nitromethane as solvent in the presence of lithium perchlorate additives favored intramolecular electrophilic cyclization into 1-arylsulfanyl-1,2,6,7,8,9-hexahydro-4H-benzo[4,5]thieno[3,2-e][1,3]thiazolo[3,2-a]-pyrimidin-5-one. 相似文献
13.
T. S. Khlebnikova Yu. A. Piven’ A. V. Baranovskii F. A. Lakhvich 《Russian Journal of Organic Chemistry》2012,48(3):411-418
3-Polyfluoroalkyl-6,6-dimethyl-7-(1H-1,2,3-triazol-1-yl)-6,7-dihydro-1H-indazol-4(5H)-ones were synthesized with high regioselectivity by 1,3-dipolar cycloaddition of terminal alkynes (phenylacetylene, hex-
1-yne, hept-1-yne, and but-3-yn-1-ol) to 7-azido-6,6-dimethyl-3-polyfluoroalkyl-6,7-dihydro-1H-indazol-4(5H)-ones which were prepared by bromination of 6,6-dimethyl-3-polyfluoroalkyl-6,7-dihydro-1H-indazol- 4(5H)-ones with N-bromosuccinimide in anhydrous carbon tetrachloride, followed by treatment of the corresponding 7-bromo derivatives with sodium
azide. 相似文献
14.
A. R. Kaliev V. Yu. Serykh G. G. Levkovskaya V. I. Potkin S. K. Petkevich I. B. Rozentsveig 《Russian Journal of Organic Chemistry》2016,52(11):1670-1673
2-Amino-4-R-6H-1,3-thiazine-6-thiones and 2-amino-4-phenyl-6H-1,3-thiazin-6-one react with highly electrophilic N-arylsulfonylimines of chloral and phenyldichloroacetic aldehyde at the exocyclic amino group affording in good yields products of nucleophilic addition to the azomethine group of imines: N-[2-polychloro-1-(6-thioxo-4-R-6H-1,3-thiazin-2-ylamino)ethyl]- or -[2-polychloro-1-(6-oxo-4-phenyl-6H-1,3-thiazin-2-ylamino)ethyl]arenesulfonamides. 相似文献
15.
V. A. Kuznetsov K. M. Shubin A. A. Shchipalkin F. S. Teplyakov M. L. Petrov 《Russian Journal of Organic Chemistry》2008,44(5):731-735
Efficient cyclization procedure was developed for 2-nitro-, 2,4-dinitro-, 2-nitro-5-chloro-, and 4,5-dichloro-2-nitrophenylhydrazines with 2-acylbenzoic acids by heating the reagents in a mixture of of concentrated sulfuric acid and ethanol. A series of new phthalazin-1-ones was obtained with a substituted 2-nitrophenyl group in the position 2 and various substituents in the position 4. 相似文献
16.
B. F. Kukharev V. K. Stankevich N. A. Lobanova G. R. Klimenko E. Kh. Sadykov 《Russian Journal of Organic Chemistry》2007,43(7):1027-1029
3-(4,5-Dihydro-1H-pyrazol-1-ylmethyl)oxazolidines and 3-(4,5-dihydro-1H-pyrazol-1-ylmethyl)perhydro-1,3-oxazines were synthesized in 54–85% yield by reactions of α-amino alcohols and 3-aminopropan-1-ol, respectively, with formaldehyde and 4,5-dihydro-1H-pyrazoles. 相似文献
17.
A. M. Boguslavskii M. G. Ponizovskii M. I. Kodess V. N. Charushin 《Russian Journal of Organic Chemistry》2005,41(9):1377-1380
Ring-chain transformation of 3-hydroxyiminomethyl-1-methylquinoxalinium iodide into 9-methyl-9,9a-dihydroisoxazolo[4,5-b]quinoxaline was studied. The isoxazole ring in the latter was cleaved by the action of alcohols. 相似文献
18.
V. A. Osyanin V. Y. Nakushnov Y. N. Klimochkin 《Chemistry of Heterocyclic Compounds》2011,47(6):755-757
The previously unknown heterocyclic system naphtho[1,2-e]pyrazolo[5,1-b][1,3]oxazine was synthesized by the condensation of 1-dimethylaminomethyl-2-naphthols with bromopyrazoles. It is proposed
that the highly reactive o-methylenequinone of the naphthalene series is formed as an intermediate. 相似文献
19.
N. I. Omelichkin L. G. Minyaeva V. V. Mezheritskii 《Russian Journal of Organic Chemistry》2017,53(7):1075-1080
The nitration of 3-methylaceperidazine (3-methyl-6,7-dihydro-1H-indeno[6,7,1-def]cinnoline) and its N-substituted derivatives with nitric acid of different concentrations requires harsh conditions and is accompanied by dehydrogenation and dimerization of the initial compound. 相似文献
20.
P. R. Kathiravan M. Venugopal S. Muthukumaran 《Research on Chemical Intermediates》2017,43(4):2315-2331
A series of novel arylidene derivatives of 5,6-dihydro-4H-cyclopenta[b]-thiophene-2-carboxylic acid and 4,5,6,7-tetrahydrobenzo[b]-thiophene-2-carboxylic acid were synthesized by reacting benzylidene derivatives of chloro aldehyde with 2-mercaptoacetic acid. Benzylidene derivatives of chloro aldehyde were prepared from Vilsmeier reaction of 2-benzylidenecyclopentanone and 2-benzylidenecyclohexanone derivatives, obtained from condensation of various aromatic aldehydes with cyclopentanone and cyclohexanone. All synthesized compounds were characterized by nuclear magnetic resonance (NMR), infrared (IR), and mass spectroscopy and X-ray single-crystal analysis. The synthesized compounds were screened for their in vitro antimicrobial and antifungal activity. Good antimicrobial activity, especially against methicillin-resistant Staphylococcus aureus, was observed for most of the compounds tested. In particular, compound 9f emerged as an effective antibacterial agent and may be a potential candidate for future drug discovery and development. 相似文献