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1.
William M. Litchman 《Journal of heterocyclic chemistry》1982,19(5):1235-1236
The cmr spectrum of the title compound was observed at several temperatures and assigned based on a tautomeric exchange requiring that the N(1)-H compound be present to the extent of 70%. 相似文献
2.
A. S. Morkovnik K. A. Lyssenko T. A. Kuz’menko L. N. Divaeva 《Russian Chemical Bulletin》2006,55(3):492-501
Studies by X-ray diffraction and quantum chemical methods demonstrated that 1,2,4-triazino[2,3-a]benzimidazol-5(4)H-3-ones exist in the condensed state primarily in the 5H-tautomeric form, whereas these compounds exist, most likely, predominantly as 4H tautomers in the gas phase. The low-barrier tautomerism of 1,2,4-triazino[2,3-a]benzimidazol-5(4)H-3-ones occurs through the intermediate formation of hydrogen-bonded cyclic dimers followed by the concerted two-proton transfer.
N-Alkylation of both the electroneutral and N-anionic forms of 2-methyl-1,2,4-triazino[2,3-a]benzimidazol-5(4)H-3-one affords predominantly N(4)-alkyl derivatives.
Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 3, pp. 475–483, March, 2006. 相似文献
3.
Slepukhin P. A. Fatykhov R. F. Sharapov A. D. Valieva M. I. Starnovskaya E. S. Khalymbadzha I. A. Kopchuk D. S. Zyryanov G. V. Chupakhin O. N. 《Russian Journal of General Chemistry》2022,92(7):1285-1289
Russian Journal of General Chemistry - The molecular and crystal structures of 8-(3,6-diphenylpyridin-2-yl)-5,7-dimethoxy-4-phenyl-2H-chromen-2-one,... 相似文献
4.
M. I. Kabachnik T. A. Mastryukova I. M. Aladzheva 《Phosphorus, sulfur, and silicon and the related elements》2013,188(1-3):249-252
Abstract Two new types of tautomerism are discussed: phosphoryl-hydroxyylide and thiophosphoryl-mercaptoylide tautomerism. 相似文献
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Preparations for 2,3-diphenyl- and 2-benzyI-3-phenyl-Δ3-1,2,4-oxadiazolin-5-ones (3) and (4) and for 2,5-diphenyl-Δ4-1,2,4-oxadiazolin-3-one ( 7 ) are reported. 相似文献
7.
Movchan A. I. Kurbangalieva A. R. Kataeva O. N. Litvinov I. A. Chmutova G. A. 《Russian Journal of General Chemistry》2003,73(7):1130-1136
A single-crystal X-ray diffraction study showed that 1-phenyl-3-methyl-4-formyl-4,5-dihydropyrazol-5-one occurs in the solid phase as two conformers of the NH tautomer. The acidity and basicity constants of 1-phenyl-3-methyl-4-formyl-4,5-dihydropyrazol-5-one and its analog, -5-thione, in 50% aqueous dioxane were measured. PM3 calculations qualitatively explan the differences in the tautomerism and acid-base properties of 4-formylpyrazolone (-pyrazolethione) and the corresponding compounds without the formyl substituent. 相似文献
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9.
Nam Sook Cho Chan Soo Ra Do Young Ra Jin Soo Song Sung Kwon Kang 《Journal of heterocyclic chemistry》1996,33(4):1201-1206
2-Aroyl-5-aroylamino-1,2,4-thiadiazolin-3-ones ( 2 ) have been synthesized through aroylation of 5-arruno-2H-1,2,4-thiadiazolin-3-one ( 1 ) as an analog of cytosine. The aroylation was carried out with a substituted aroyl chloride in pyridine at 56~58°C. It has been established that the intermediates of the reactions are 2-aroyl-5-amino-1,2,4-thiadiazolin-3-ones ( 3 ) on the basis of the spectral data, additional experimental information and ab initio molecular orbital calculations. 相似文献
10.
Treatment of methyl α-(dimethylarninomethyleneamino)carboxylates 1 (from α-amino acids and dimethylformamide dimethylacetal) with hydrazine gives 5-substituted-4,5-dihydro-1,2,4-triazin-6-ones 2 , which are smoothly dehydrogenated to 5-substituted-1,2,4-triazin-6-ones 3 with potassium permanganate in acetone/acetic acid. 相似文献
11.
5-Benzylimino-1,2,4-dithiazolidin-3-one ( 2a ) reacts with heterocumulenes (isocyanates, isothiocyanates, ketenes) with elimination of carbonyl sulfide, yielding the heterocycles 6–8 . The thiadiazolidine 6a , obtained from 2a and phenyl isocyanate, underwent similar reactions but under milder conditions, indicating that phenyl isocyanate is a better leaving group than carbonyl sulfide. 相似文献
12.
5 -Aroylamino-2H-1,2,4-thiadiazol-3-ones 3 were obtained from the corresponding 1-aroyl-2-thiobiurets 2 by oxidative cyclization with bromine. 5 -Aroylamino-2H-1,2,4-thiadiazol-3-ones 3 can exist in two tautomeric forms a lactam form and a lactim form. On the basis of the 13C nmr spectra and additional experimental information, it has been established that the stable form, in which these compounds exist, is the lactam form. 相似文献
13.
Roland Heckendorn 《Helvetica chimica acta》1990,73(6):1700-1718
Base treatment of azomalonates derived from N-substituted dialkyl (2-chloroacetamido)malonates results in the formation of 4-substituted alkyl 5-oxo-1,4,5,6-tetrahydro-1,2,4-triazine-3-carboxylates. The same malonates coupled with diazotized 2-amino-5-chlorobenzophenone or methyl anthranilate afford triazinones which can be cyclized into novel triazino[1,6-a]indoles. Two representative heterocycles are further characterized by typical reactions. Whereas oxidation gives the corresponding triazine-5,6-diones, the outcome of the reduction is strongly dependent on the nature of the substituent at C(4). Bromination followed by aqueous workup leads to the 6-hydroxy derivatives. Some mechanistic aspects of this novel triazinone synthesis are discussed. 相似文献
14.
Ulomskii E. N. Deev S. L. Tkachev A. V. Moiseev I. K. Rusinov V. L. 《Russian Journal of Organic Chemistry》2002,38(2):272-280
Reaction of 3-nitro- and 3-ethoxycarbonyl-1,2,4-triazolo[5,1-c]-1,2,4-triazin-4-ones with 1-adamantanol (or 1-adamantyl nitrate) in concentrated sulfuric acid or with 1-bromoadamantane in sulfolane affords N-adamantyl derivatives. The adamantylation of 3-nitro-1,4-dihydro-7H-1,2,4-triazolo[5,1-c]-1,2,4-triazin-4-one yields a mixture of N8- and N1-isomers that undergo interconversion in concentrated sulfuric acid along intermolecular mechanism. 相似文献
15.
Charles W. Jefford Jane Currie Geoffrey D. Richardson Jean-Claude Rossier 《Helvetica chimica acta》1991,74(6):1239-1246
Several 3,6-substituted 1,2,4-trioxan-5-ones have been prepared in good yield by condensing aldehydes and ketones with trimethylsilyl α-[(trimethylsilyl)peroxy]alkanoates in the presence of trimethylsilyl trifluoromethane sulfonate as catalyst. 相似文献
16.
Do Young Ra Nam Sook Cho Jung Hyun Moon Sung Kwon Kang 《Journal of heterocyclic chemistry》1998,35(6):1435-1439
5-Amino-2-acyl-1,2,4-thiadiazolin-3-ones 2–1 can be synthesized from 5-amino-2H-1,2,4-thiadiazolin-3-one ( 1–1 ) via a selective acylation with an acid anhydride in pyridine. The 1H nmr spectral characteristics of 5-amino-2-acyl-1,2,4-thiadiazolin-3-ones 2–1 is in particular, compared with 5-amino-2H-1,2,4-thiadiazolin-3-one ( 1–1 ) and 5-amino-2-alkyl-1,2,4-thiadiazolin-3-ones 1–2, 1–3 . The 5-amino group of 2–1 appeared as two peaks in its 1H nmr spectrum, which merged to a single peak at a higher temperature, while those of compound 1–1, 1–2 and 1–3 appear only as a single peak. The restricted rotation of the C(5)-N(5) (at amino) bond of 5-amino-2-acetyl-1,2,4-thiadiazolin-3-one (2a-1) is about 14.5 Kcal/mol. 相似文献
17.
S-[N'- (Chlorocarbonyl)amino]isothiocarbamoyl chlorides (II), obtained from S-chloroisothiocarbamoyl chlorides (I) and isocyanates, react with primary aliphatic and aromatic amines to form the unknown class of 5-imino-1,2,4-thiadiazolidin-3-ones. The structures were confirmed by chemical means and by spectroscopic methods. 相似文献
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The effect of substituents R on the tautomerism and electronic absorption spectra of 1-hydroxy-x-R-9,10-anthraquinones and 9-hydroxy-x-R-1,10-anthraquinones was studied by quantum-chemical and correlation methods. The former compounds (x 2) are more sensitive to substituent effects than the latter compounds. Examination of the fine structure of long-wave absorption showed that the experimental spectra of 1-hydroxy-x-R-9,10-anthraquinones contain no bands assignable to ana-quinoid forms. 相似文献
20.
I. M. Aladsheva I. V. Leont'eva P. V. Petrovskii T. A. Mastryukova M. I. Kabachnik 《Phosphorus, sulfur, and silicon and the related elements》2013,188(3-4)
Abstract By the reaction of phosphoryl substituted acylmethylenetriphe-nylphosphoranes (I, II) with hydrogen halides prototropic pentad tautomeric systems (III, IV) have been obtained. 相似文献