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1.
A. V. Ivashchenko O. N. Garicheva L. V. Shmelev Yu. S. Ryabokobylko G. M. Adamova 《Chemistry of Heterocyclic Compounds》1980,16(12):1275-1278
The previously unknown 3-[4(3H)-pyrimidinon-2-yl]amino-1H-1,2,4-triazoles, which were converted to 3-[4-chloro-, 3-(4-ethoxy)-, 3-(4-hydrazinopyrimidin-2-yl)]-amino-2(4)H-1,2,4-triazoles, were obtained by the reaction of 2-nitroamino-4(3H)-pyrimidinones with 3-amino-5-hexyl-1H-1,2,4-triazole. The condensation of the initial products with -diketones gave 3-[4-(1H-pyrazol-1-yl)pyrimidin-2-yl]-amino-2(4)H-1,2,4-triazoles. The IR, UV, and PMR spectra of the synthesized compounds were studied.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 12, pp. 1678–1681, December, 1980. 相似文献
2.
Kuznetsova O. A. Filyakova V. I. Pashkevich K. I. Ulomskii E. N. Plekhanov P. V. Rusinov G. L. Kodess M. I. Rusinov V. L. 《Russian Chemical Bulletin》2003,52(5):1190-1194
Cyclocondensation of fluorine-containing lithium -diketonates with 3-amino-1,2,4-triazoles afforded 7-fluoromethyl-1,2,4-triazolo[1,5-a]pyrimidines. 相似文献
3.
T. E. Glotova A. S. Nakhmanovich L. S. Romanenko M. V. Sigalov 《Chemistry of Heterocyclic Compounds》1991,27(7):795-798
1,2,4-Triazolo[3,4-b]-1,3,4-thiadiazepines have been prepared by treating -acetylenic ketones with 4-amino-3-mercapto-1,2,4-triazole in glacial acetic acid. Terminal acetylenic ketones react with the triazole to form 4-amino-3-acylvinylthio-1,2,4-triazoles. Heating the latter with hydrazine hydrate in alcohol yields substituted pyrazoles.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 7, pp. 990–994, July, 1991. 相似文献
4.
Jerry Meng 《Tetrahedron letters》2009,50(15):1667-1122
A robust, regioselective synthesis of 3-amino-1,2,4-triazoles is described. This reaction employs a key intermediate 2, which is coupled to carboxylic acids in good yields to afford intermediates 3a-d. These entities, in turn, react with a variety of hydrazines or hydrazine hydrochlorides to provide proposed intermediates 4a-j, which under microwave conditions cyclize to the desired 3-amino-1,2,4-triazoles (compounds 5a-j). This approach permits the rapid synthesis of regioselective N1-substituted 3-amino-1,2,4-triazoles, and is shown to afford a variety of such compounds in 34-70% isolated yields. 相似文献
5.
B. A. Demidchuk V. S. Brovarets A. N. Chernega J. A. K. Howard A. N. Vasilenko A. V. Turov B. S. Drach 《Russian Journal of General Chemistry》2007,77(3):474-481
Reactions of polychlorinated 2-aza-1,3-dienes of the general formuls ArCCl=NCCl=CCl2 with 3(5)-aminopyrazoles, 3(5)-amino-1,2,4-triazoles, and 5-aminotetrazole led to the formation of substituted pyrazolo[1,5-a][1,3,5]triazines, [1,2,4]triazolo[1,5-a][1,3,5]triazines, and 2-azido-1,3,5-triazine derivatives whose structure was reliably established by spectral methods and X-ray analysis. 相似文献
6.
V. V. Lipson T. M. Karnozhitskaya S. V. Shishkina O. V. Shishkin A. V. Turov 《Russian Chemical Bulletin》2009,58(7):1441-1444
The reaction of 3-amino- and 3-amino-5-methylthio-1,2,4-triazoles with cinnamaldehyde takes two directions to form mixtures
of 5-[N-(3-phenylpropenylideneamino)]-1H-1,2,4-triazoles and 5-phenyl-4,5,6,7-tetrahydro[1,2,4]triazolo[1,5-a]pyrimidin-7-ols. 相似文献
7.
A solid-phase synthesis of 3-amino-1,2,4-triazoles is described. Reaction of resin bound S-methylisothiourea 2 with carboxylic acids yielded resin-bound S-methyl-N-acylisothioureas 3, which reacted with hydrazines under mild conditions to afford the corresponding resin-bound 3-amino-1,2,4-triazoles 4 with regioselectivity. Following cleavage, the desired products 5 were obtained in good yields and purities. 相似文献
8.
The kinetics of the substitution of a nitro group by a hydroxyl group in 1-methyl-3-nitro-,1-methyl-5-nitro-, and 3-nitro-4-methyl-1,2,4-triazoles as well as in a series of 1-methyl-3-R-5-nitro-1,2,4-triazoles were studied. The activation parameters of the reaction were determined. There is a linear correlation dependence between log k and the m substituent constants in the investigated series.See [1] for communication XIII.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 568–571, April, 1972. 相似文献
9.
V. V. Tolstyakov 《Russian Journal of Organic Chemistry》2018,54(10):1537-1547
A series of 1-alkyl-5-amino-1H-1,2,4-triazoles were synthesized starting from 3,5-dibromo-1H- 1,2,4-triazole by alkylation and subsequent nucleophilic substitution of the 5-bromine atom by azido group, reduction of the latter to amino group, and hydrodebromination. 相似文献
10.
Reaction of 3,5-diamino-1-R-1,2,4-triazoles (R=Ph, Bn) with β-keto esters results in the reversible formation of N-(5-amino-1-R-1,2,4-triazol-3-yl)-substituted enaminoesters (8). Subsequent transformations depended on the reaction conditions. Compounds 8 undergo intermolecular reactions of condensation and amidation in the absence of solvent. However, in the presence of acetic acid they form 3-amino-5-oxo-2-R-2,5-dihydro-[1,2,4]triazolo[4,3-a]pyrimidin-4-ium-8-ides (10) followed by rearrangement to 3-amino-1-R-[1,2,4]triazolo[4,3-a]pyrimidin-5-ones (11). The transformation of 10 into 11 represents a new type of rearrangement in the azolopyrimidine series. Heating of enaminoesters 8 in ethanol with sodium ethoxide present, proved to be a suitable method for the preparation of the mesoionic compounds 10. 相似文献
11.
The kinetics of the reaction of 1-methyl-3-nitro-5-chloro-1,2,4-triazoles and 1-methyl-3-nitro-5-bromo-1,2,4-triazoles with hydroxide ions were studied. The reaction leads to replacement of the halogen or nitro group, and the ratio of the rates of substitution is 301. The mutual influence of the halogen and nitro group on the rate of substitution as a function of their position in the ring was examined.See [1] for communication XIV.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 6, pp. 848–851, June, 1972. 相似文献
12.
T. P. Kofman V. I. Manuilova M. S. Pevzner T. N. Timofeeva 《Chemistry of Heterocyclic Compounds》1975,11(5):612-614
Alkylation of 3,5-dinitro-1,2,4-triazole with -epoxides in aprotic media gave a number of 1-(2-hydroxyalkyl)-3,5-dinitro-1,2,4-triazoles, which readily undergo intramolecular cyclization with elimination of HNO2 to give 5,6-dihydrooxazolo[3,2-b]-1,2,4-triazole derivatives.See [1] for communication I.Translated from Khimiya Geterotsiklicheskih Soedinenii, No. 5, pp. 705–707, May, 1975. 相似文献
13.
T. P. Kofman N. Yu. Medvedeva T. L. Uspenskaya M. S. Pevzner 《Chemistry of Heterocyclic Compounds》1977,13(9):1026-1029
Ketones of the 3-nitro-5-R-1,2,4-triazole series react with hydrazoic acid in concentrated sulfuric acid to give triazolyl-substituted acetamides. Acid hydrolysis of the latter leads to 1-aminoalkyl-3-nitro-5-R-1,2,4-triazoles. Intramolecular cyclization with the elimination of HNO2 and the formation of 2-nitro-5,6-dihydro-1H-imidazo[2,3-b]-1,2,4-triazole was noted in the case of 1-(2-aminoethyl)-3,5-dinitro-1,2,4-triazole.See [1] for communication XX.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1271–1273, September, 1977. 相似文献
14.
The Acylation of 5-Amino-1 H-1,2,4-triazoles. A 13C-NMR. Study The acylation of 3-substituted-5-amino-1 H-1,2,4-triazoles (1) with methyl chloroformate or dimethylcarbamoyl chloride yielded mainly 1-acyl-5-amino-1,2,4-triazoles ( 2 and 3 ). Acylation of 3-methyl-, 3-methoxy- and 3-methylthio-5-amino-1 H-1,2,4-triazole ( 1b , 1c and 1d ) with methyl chloroformate gave up to 10% of the 1-acyl-3-amino-1,2,4-triazoles. For the unsubstituted 5-amino-1,2,4-triazole (1a) , a (1:1)-mixture of the 3- and 5-isomers 2a and 4 was obtained in dioxane in the presence of triethylamine. No 4-acylated product was detected in contrast to earlier reports. The structures of the reaction products were determined with the aid of proton coupled 13C-NMR. spectra using the corresponding N-methyl-1,2,4-triazoles as reference compounds. 相似文献
15.
V. M. Chernyshev V. A. Rakitov V. A. Taranushich V. V. Blinov 《Chemistry of Heterocyclic Compounds》2005,41(9):1139-1146
3-Acylamino-5-amino-1-R-1,2,4-triazoles are formed regioselectively on acylating 3,5-diamino-1-R-1,2,4-triazoles with an equimolar
amount of anhydrides, carboxylic acid chlorides, and sulfonyl chlorides. With an excess of anhydride and carboxylic acid chloride
3,5-diacylamino-1-R-1,2,4-triazoles are formed. 3-Acylamino-5-amino-1-R-1,2,4-triazoles do not interact with sulfonyl chlorides.
The higher reactivity of the 3-amino group towards acylating agents is determined by electronic and not steric factors.
__________
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1342–1350, September, 2005. 相似文献
16.
3-Substituted 5-amino-1-guanyl-1,2,4-triazoles have been obtained which, on reaction with orthoformic ester or 100% formic acid, form 2-substituted 7-amino-1,2,4-triazolo[1,5-a]-[1,3,5]triazines. 相似文献
17.
K. Subrahmanya Bhat D. Jagadeesh Prasad Boja Poojary B. Shivarama Holla 《Phosphorus, sulfur, and silicon and the related elements》2013,188(8):1595-1603
3-Substituted-4-amino-5-mercapto-1,2,4-triazoles are versatile synthons for constructing various biologically active heterocycles. Their cyclization with carboxylic acids gives fused five-membered derivatives, whereas with α-bromoketones gives a six-membered heterocycle. In this article we report the synthesis of a series of 1,2,4-triazolo[3,4-b]thiadiazoles 5 starting from 4-amino-3-substituted-5-mercapto-1,2,4-triazoles 3 and fluorobenzoic acids 4 using phosphorous oxychloride as cyclizing agent. Fourteen of the newly synthesized compounds were screened for anticancer properties. Four among them showed in vitro anticancer activity. 相似文献
18.
A. D. Sinegibskaya K. I. Pashkevich V. L. Saloutin N. A. Klyuev E. Kh. Dank 《Chemistry of Heterocyclic Compounds》1978,14(4):458-463
sym-Triazolo[3,4-b][1,2,4,5]tetraazepines were obtained by condensation of 4-amino-3-hydrazino-1,2,4-triazoline-5-thione with -dicarbonyl compounds, and 1-[4-amino-1,2,4-triazol-3-yl]-3,5-dialkylpyrazoles were obtained by condensation of the same thione with -dicarbonyl compounds.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 555–559, April, 1978. 相似文献
19.
V. V. Lipson S. M. Desenko V. V. Borodina M. G. Shirobokova T. M. Karnozhitskaya V. I. Musatov S. V. Kravchenko 《Chemistry of Heterocyclic Compounds》2005,41(2):216-220
The cyclocondensation of methylcinnamates and arylidene derivatives of Meldrums acid with 3-amino-5-methylthio-1,2,4-triazole in DMF gives 2-methylthio-4,5,6,7-tetrahydro-1,2,4-triazolo[1,5-a]-pyrimidin-5-ones. The reaction involving arylidene derivatives of Meldrums acid or its synthetic equivalents in ethyl acetate with a catalytic amount of pyridine gives a mixture of 2-methylthio-4,5,6,7-tetrahydro-1,2,4-triazolo[1,5-a]pyrimidin-5- and -7-ones.__________Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 246–251, February, 2005. 相似文献
20.
M. S. Pevzner T. P. Kofman E. N. Kibasova L. F. Sushchenko T. L. Uspenskaya 《Chemistry of Heterocyclic Compounds》1980,16(2):194-199
1-Substituted 3-nitro-5-(N-azolyl)-1,2,4-triazoles mixed with 1-substituted 3-nitro-1,2,4-triazol-5-ones are obtained in the
reaction of 1-substituted 3,5-dinitro-1,2,4-triazoles with anions of heterocyclic NH acids (1,2,4-triazole, 1,2,3-triazole,
pyrazole, benzotriazole, benzimidazole, and indazole derivatives). 1-Methyl-3-nitro-5-amino-1,2,4-triazole is formed instead
of the expected 5-tetrazolyl derivative in the reaction of 1-methyl-3,5-dinitro-1,2,4-triazole with tetrazole in alkaline
media.
See [1] for communication 25.
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 257–261, February, 1980. 相似文献