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1.
Iodination of 2-[allyl(methallyl)sulfanyl]-6-(trifluoromethyl)pyrimidin-4(3H)-ones was accompanied by cyclization to 2,3-dihydro[1,3]thiazolo[3,2-a]pyrimidin-4-ium triiodides. 3-(Iodomethyl)-3-methyl- 7-oxo-5-(trifluoromethyl)-2,3-dihydro[1,3]thiazolo[3,2-a]pyrimidin-4-ium triiodide was reduced with sodium iodide to 3,3-dimethyl-7-oxo-5-(trifluoromethyl)-2,3-dihydro[1,3]thiazolo[3,2-a]pyrimidin-4-ium iodide. 相似文献
2.
D. V. Ivanov N. M. Igidov S. N. Shurov M. V. Dmitriev I. N. Chernov 《Russian Journal of Organic Chemistry》2018,54(4):573-577
Ethyl 2-amino-5-(2-aryl-2-oxoethylidene)-4-oxo-1H-4,5-dihydrofuran-3-carboxylates and 2-amino- 5-(2-aryl-2-oxoethylidene)-4-oxo-1H-4,5-dihydrofuran-3-carbonitriles reacted with alcohols in the presence of a catalytic amount of concentrated aqueous HCl to give the corresponding 5-alkoxy-2-amino-5-(2-aryl-2- oxoethyl)-4-oxo-1H-4,5-dihydrofuran-3-carboxylic acid derivatives. A probable reaction mechanism was proposed on the basis B3LYP/6-311G(d) quantum chemical calculations. 相似文献
3.
M. M. Krayushkin I. P. Sedishev V. N. Yarovenko I. V. Zavarzin L. G. Vorontsova Z. A. Starikova B. V. Nabatov 《Russian Journal of Organic Chemistry》2005,41(9):1349-1353
A procedure was proposed for regioselective acylation of methyl 2-methyl-4H-thieno[3,2-b]-pyrrole-5-carboxylate with 2-(3-indolyl)-2-oxoacetyl chloride. Reactions of the resulting methyl 6-[2-(3-indolyl)-1,2-dioxoethyl]-2-methyl-4H-thieno[3,2-b]pyrrole-5-carboxylate with aromatic aldehydes and ammonium acetate in acetic acid afforded the corresponding methyl 6-[2-aryl-4-(3-indolyl)imidazol-5-yl]-2-methyl-4H-thieno[3,2-b]pyrrole-5-carboxylates. The structure of methyl 6-[2-(4-chlorophenyl)-4-(3-indolyl)imidazol-5-yl]-2-methyl-4H-thieno[3,2-b]pyrrole-5-carboxylate was studied by X-ray analysis. 相似文献
4.
T. V. Frolova D. G. Kim V. V. Sharutin E. N. Shal’kova 《Russian Journal of Organic Chemistry》2016,52(1):96-98
Alkylation of sodium 4(5)-alkyl-6-oxo-1,6-dihydropyrimidine-2-thiolates with 2-bromo-1-(4-bromophenyl)ethan-1-one afforded 2-{[2-(4-bromophenyl)-2-oxoethyl]sulfanyl}pyrimidin-4(3H)-ones. Analogous reaction with sodium 4-trifluoromethyl-6-oxo-1,6-dihydropyrimidine-2-thiolate gave a mixture of 2-{[2-(4-bromophenyl)-2-oxoethyl]sulfanyl}-4-(trifluoromethyl)pyrimidin-4(3H)-one and its intramolecular cyclization product, 3-(4-bromophenyl)-3-hydroxy-7-trifluoromethyl-2,3-dihydro[1,3]thiazolo[3,2-a]-pyrimidin-5-one. 相似文献
5.
1,3-Dialkyl-5-amino-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-ones reacted with acetylacetone to give the corresponding 4-(1,3-dialkyl-2-oxo-1,3-dihydro-2H-imidazo[4,5-b]pyridin-5-ylamino)pent-3-en-2-ones which underwent intramolecular cyclization to 1,3-dialkyl-5,7-dimethyl-1,3-dihydro-2H-imidazo[4,5-b]-[1,8]naphthyridin-2-ones on heating in polyphosphoric acid or diphenyl ether. Analogous reaction of 1,3-dialkyl-5-amino-1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-ones with ethyl acetoacetate led to the formation of ethyl 3-(1,3-dialkyl-2-oxo-1,3-dihydro-2H-imidazo[4,5-b]pyridin-5-ylamino)but-2-enoates whose cyclization afforded 1,3-dialkyl-8-hydroxy-7-methyl-1,3-dihydro-2H-imidazo[5,4-b][1,8]naphthyridin-2-ones. 相似文献
6.
N. D. Obushak N. T. Pokhodylo N. I. Pidlypnyi V. S. Matiichuk 《Russian Journal of Organic Chemistry》2008,44(10):1522-1527
5-Substituted 2-(1-aryl-5-methyl-1H-1,2,3-triazol-4-yl)-1,3,4-oxadiazoles were synthesized by reaction of 1-aryl-5-methyl-1H-1,2,3-triazole-4-carbonyl chlorides with the corresponding 5-substituted 1H-tetrazoles. 5-Methyl-1-phenyl-1H-1,2,3-triazole-4-carbonyl chloride reacted with N′-hydroxybenzimidamides to give 3-aryl-5-(5-methyl-1-phenyl-1H-1,2,3-triazol-4-yl)-1,2,4-oxadiazoles. Reactions of 4-(5-methyl-1H-1,2,3-triazol-1-yl)benzoic acid with N′-hydroxybenzimidamides resulted in the formation of 3-aryl-5-[4-(5-methyl-1H-1,2,3-triazol-1-yl)phenyl]-1,2,4-oxadiazoles. 相似文献
7.
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
8.
Reactions of 5-nitropyridin-2(1H)-one and its N-methyl derivative with hydrazine hydrate led to the formation of (1H-pyrazol-3-yl) acetohydrazide. Under analogous conditions, 1,3-dimethyl-5-nitropyridin2(1H)-one gave rise to 2-(1H-pyrazol-3-yl)propionohydrazide, while 6-methyl-5-nitropyridin-2(1H)-one was converted into (5-methyl-1H-pyrazol-3-yl)acetohydrazide. Hydrazinolysis of 4-methyl-5-nitropyridin-2(1H)-one resulted in the formation of 3-methyl-4-nitro-1H-pyrazole. The mechanism of recyclization of nitropyridine derivatives by the action of hydrazine hydrate was studied using 5-nitropyridin-2(1H)-one and 1-methyl-5-nitropyridin-2(1H)-one as examples. 相似文献
9.
V. O. Koz’minykh V. I. Goncharov K. Sh. Lomidze E. N. Koz’minykh 《Russian Journal of Organic Chemistry》2007,43(1):64-67
2-(2-Oxo-2,3-dihydro-1H-indol-3-ylidene)acetic acid esters reacted with benzene-1,2-diamine or 2-aminobenzenethiol to give (2-oxo-2,3-dihydro-1H-indol-3-yl)-substituted 3,4-dihydroquinoxalin-2(1H)-ones or 2H-1,4-benzothiazin-3(4H)-ones. 相似文献
10.
A. S. Antsyshkina G. G. Sadikov V. D. Makhaev 《Russian Journal of Inorganic Chemistry》2008,53(11):1703-1711
The interaction of oxythiamine bromide hydrobromide with H2PtCl6 in a hydrochloric acid solution gives the salt of protonated oxythiamine (oxythiamine is the 4-methyl-3-[(2′-methyl-4′-oxo-3′,4′-dihydropyrimidinyl-5′)methyl]-5-(2-hydroxyethyl)thiazolium cation,C12H16N3O2S+) with a platinum(IV) mixed-ligand anion, (C12H17Br2.32Cl3.68N3O2PtS) (I). The crystals of salt I are monoclinic: a = 12.888(3), b = 10.835(2), c =15.898(4) Å, β = 113.03(2)°, Z = 4, space group P21/c. They are built of the [H2OT]2+ cations and [Pt(Cl/Br)6]2? anions joined by hydrogen bonds and electrostatic and π-π stacking interactions. In the cation, the planar thiazolium and pyrimidine rings are bound through the methylene bridge, form a dihedral angle of 90.0°, and exist in the F conformation. The cations are combined into centrosymmetric cyclic dimers flanked on both sides by centrosymmetrically arranged octahedral anions to form short contacts. 相似文献
11.
Ethyl 1-aryl-4-acetyl-5-methyl-1H-pyrazole-3-carboxylates reacted with phenylhydrazine to give the corresponding hydrazones, ethyl 1-aryl-5-methyl-4-[1-(phenylhydrazinylidene)ethyl]-1H-pyrazole-3-carboxylates, which were converted to ethyl 1′-aryl-4-formyl-5′-methyl-1-phenyl-1H,1′H-3,4′-bipyrazole-3′-carboxylates by treatment with the Vilsmeier–Haack reagent. No indole derivatives were formed from the same hydrazones under the Fischer reaction conditions, but cyclization to 2-aryl-3,4-dimethyl-6-phenyl-2,6-dihydro-7H-pyrazolo[3,4-d]pyridazin-7-ones was observed. 相似文献
12.
2-[3-Methyl-4(4-dialkylaminobenzylidene)-5-oxo-4,5-dihydropyrazol-1-yl]cyclopenta[d]pyrimidin-4(3H)-ones were synthesized by consecutive transformation of 2-hydrazinocyclopenta[d]pyrimidin-4(3H)-one prepared from benzylideneaminoguanidine and ethyl 2-oxocyclopentanoate. 相似文献
13.
Three-component condensation of methyl {4-[(2E)-3-(4-methoxyphenyl)prop-2-enoyl]phenyl}- carbamate with ninhydrin and L-proline in methanol–water (10: 1) afforded methyl {4-[1,3-dioxo-1′- (4-methoxyphenyl)-1,1′,2′,3,5′,6′,7′,7a′-octahydrospiro[indene-2,3′-pyrrolizin]-2′-ylcarbonyl]phenyl}carbamate. Heating of methyl {4-[(2E)-3-(4-methoxyphenyl)prop-2-enoyl]phenyl}carbamate with isatin and benzylamine in methanol gave methyl {4-[4′-(4-methoxyphenyl)-2-oxo-5′-phenyl-1,2-dihydrospiro[indole-3,2′-pyrrolidin]-3′-ylcarbonyl]phenyl}carbamate. The condensation of methyl {4-[(2E)-3-(4-methoxyphenyl)prop-2- enoyl]phenyl}carbamate with sarcosine and 11H-indeno[1,2-b]quinoxalin-11-one generated in situ from ninhydrin and o-phenylenediamine in boiling ethanol led to the formation of methyl {4-[4′-(4-methoxyphenyl)-1′-methyl-11,11a-dihydro-5aH-spiro[benzo[b]phenazine-6,2′-pyrrolidin]-3′-ylcarbonyl]phenyl}carbamate. 相似文献
14.
V. N. Britsun A. N. Borisevich A. N. Esipenko M. O. Lozinskii 《Russian Journal of Organic Chemistry》2007,43(1):103-107
N-Aryl-3-oxobutanethioamides react with 2-amino-1,3-thiazole (2-amino-1,3-benzothiazole) in acetic acid to give mixtures of 7-methyl-5H-[1,3]thiazolo[3,2-a]pyrimidine-5-thione (2-methyl-4H-pyrimido-[2,1-b][1,3]benzothiazole-4-thione) and 5-arylimino-7-methyl-5H-[1,3]thiazolo[3,2-a]pyrimidines (4-arylimino-2-methyl-4H-pyrimido[2,1-b][1,3]benzothiazoles), whose ratio depends on the nature of the aryl substituent in the initial butanethioamide. 相似文献
15.
Methylation of 5(6)-nitro-1H-benzimidazole with methyl iodide in the presence of potassium hydroxide and N-methylpyrrolidin-2-one gave a mixture of isomeric 1-methyl-5-nitro- and 1-methyl-6-nitro-1H-benzimidazoles which were reduced with tin in concentrated aqueous HCl on heating. The resulting amines reacted with furan-2-carbonyl chloride in N-methylpyrrolidin-2-one to give furan-2-carboxamides which were treated with excess P2S5 in pyridine. Oxidation of isomeric furan-2-carbothioamides with K3[Fe(CN)6] in alkaline medium afforded a mixture of intramolecular cyclization products, 2-(furan-2-yl)-6-methyl-6H-imidazo[4,5-g][1,3]benzothiazole and 2-(furan-2-yl)-8-methyl-8H-imidazo[4,5-g][1,3]benzothiazole which were separated by column chromatography and identified. 相似文献
16.
A. S. Antsyshkina G. G. Sadikov V. D. Makhaev 《Russian Journal of Inorganic Chemistry》2008,53(9):1411-1416
The interaction of oxythiamine chloride hydrochloride with a solution of palladium chloride in hydrochloric acid affords a salt of protonated oxythiamine [H2OT][PdCl4] (I) (HOT is 4-methyl-3-[(2′-methyl-4′-oxo-3′,4′-dihydropyrimidinyl-5′)methyl]-5-(2-hydroxyethyl)thiazolium, C12H16N3O2S+). The crystal structure of salt I is determined by X-ray diffraction analysis. The crystals are monoclinic: a = 9.474(3) Å, b = 13.822(2) Å, c = 13.626(4) Å, β = 93.42(2)°, V = 1781.2(3) Å3, Z = 4, space group P21/n. The structural units of salt I are doubly-charged cations [H2OT]2+ and anions [PdCl4]2? joined by hydrogen bonds and electrostatic interaction into dimeric supermolecules. The thiazolium and pyrimidine rings in the cation are planar (the dihedral angle between the planes is 89.6°) and oriented relative to the linking methylene center to form torsion angles Φ t = 64.9° and Φ p = 49.9° characteristic of the V′ conformation. 相似文献
17.
Reactions of 3-Z-aroylmethylene-6-chloro-3,4-dihydro-2H-1,4-benzoxazine-2-ones with oxalyl chloride afford 3-aroyl-8-chloro-1,2-dihydro-4H-pyrrolo[2,1-c][1,4]benzoxazine-1,2,4-triones and Z-3-(2-aryl-2-chlorovinyl)-6-chloro-2H-1,4-benzoxazine-2-ones. Aroyl(imidoyl)ketenes generated by decarbonylation of pyrrolobenzoxazinetriones undergo dimerization through [4+2]-cycloaddition to form 4-aroyl-3-aroyloxy-2-(2-oxo-2H-1,4-benzoxazin-3-yl)-1H, 5H-pyrido[2,1-c][1,4]benzoxazine-1,5-diones. 相似文献
18.
V. L. Gein T. M. Zamaraeva M. V. Dmitriev O. E. Nasakin 《Russian Journal of Organic Chemistry》2017,53(6):869-872
N-Aryl-2-methyl-4-oxo-3,4,5,6-tetrahydro-2H-2,6-methano-1,3,5-benzoxadiazocine-11-carboxamides were synthesized by three-component reactions of N-aryl-3-oxobutanamides with salicylaldehyde and urea in ethanol in the presence of NaHSO4 as catalyst. The product structure was determined by IR and 1H NMR spectroscopy and X-ray analysis. 相似文献
19.
V. S. Matiichuk M. A. Potopnyk N. D. Obushak 《Russian Journal of Organic Chemistry》2009,45(5):712-718
The reaction of ethyl 4-formyl-1-phenyl-1H-pyrazole-3-carboxylate with the malonic acid led to the formation (2E)-3-(3-ethoxycarbonyl-1-phenyl-1H-pyrazol-4-yl)propenic acid. In reactions of this acid chloride with 4-amino-5-aryl(hetaryl)-4H-1,2,4-triazole-3-thiols were obtained ethyl 4-[(E)-2-{3-aryl(hetaryl)[1,2,4]triazolo[3,4-b][1,3,4]thiadiazol-6-yl}ethenyl]-1-phenyl-1H-pyrazoe-3-carboxylates, with 5-aryltetrazoles, ethyl 4-[(E)-2-(5-aryl-1,3,4-oxadiazol-2-yl)-ethenyl]-1-phenyl-1H-pyrazole-3-carboxylates, with 1-(2-hydroxy-3,5-dimethylphenyl) followed by the Baker-Venkataraman rearrangement and the cyclization, ethyl 4-[(E)-2-(6,8-dimethyl-4-oxo-4Hchromen-2-yl)ethenyl]-1-phenyl-1H-pyrazole-3-carboxylate. 相似文献
20.
V. N. Britsun A. N. Borisevich V. B. Pirozhenko M. O. Lozinskii 《Russian Journal of Organic Chemistry》2007,43(2):276-279
Direction of a reaction between 3-oxo-3-R1-N-R2-propanethioamides and 2-amino-5-R-pyridines in acetic acid depends on the structure of initial thioamides: at R1 = Me, R2 = Ar, Et 2-methyl-7-R-4H-pyrido[1,2-a]-pyrimidine-4-thiones are obtained, and at R1 = Ar, R2 = Me form 1-methyl-5-(N-methylaminothiocarbonyl)-4,6-diaryl-1,2-dihydropyridine-2-thiones. 相似文献