共查询到20条相似文献,搜索用时 453 毫秒
1.
V. M. Chernyshev V. A. Rakitov V. V. Blinov V. A. Taranushich Z. A. Starikova 《Chemistry of Heterocyclic Compounds》2009,45(4):436-444
Alkylation of 3-acylamino-, 5-amino-1-phenyl-3-tosylamino-1,2,4-triazoles and 3,5-diacetylamino-1-phenyl-1,2,4-triazole in
the presence of an equimolar amount of sodium methylate in DMSO occurs regioselectively at the amide (sulfamide) group nitrogen
atom. The benzylation of 3-acetylamino-5-amino-1-phenyl-1,2,4-triazole with excess base and benzyl chloride also alkylates
the amino group at position 5. Alkylamino-1-R-1,2,4-triazoles can be conveniently prepared by alkylation of the corresponding
acetylamino-1,2,4-triazoles in the presence of base and subsequent acid hydrolysis of the N-acetyl-N-alkyl derivatives.
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 557–567, April, 2009. 相似文献
2.
Chupakhin O. N. Rusinov G. L. Beresnev D. G. Bashirov S. Sh. Neves M. G. P. M. S. Cavaleiro J. A. S. 《Russian Chemical Bulletin》2004,53(1):160-163
In the reaction with quinazoline and 5-phenyl-1,2,4-triazin-5(2H)-one, 5,10,15,20-tetra(4-methoxyphenyl)porphyrin exhibits nucleophilic properties. In quinazoline excess, C—C coupling occurs at the C=N bond of azines and position 3 of the aryl ring to form 5,10,15,20-tetrakis(3-heteryl-4-methoxyphenyl)porphyrins. Monoheteryl-substituted porphyrin was obtained by the reaction of equimolar amounts of 5,10,15,20-tetra(4-methoxyphenyl)porphyrin and 5-phenyl-1,2,4-triazin-5(2H)-one. 相似文献
3.
V. M. Chernyshev V. A. Rakitov V. A. Taranushich Z. A. Starikova 《Chemistry of Heterocyclic Compounds》2007,43(6):776-780
It has been established by X-ray structural analysis that the initial product of the interaction of 5-amino-1-phenyl-3-p-toluenesulfonylamino-1,2,4-triazole
with p-methylbenzoyl chloride is 5-amino-3-(N-pmethylbenzoyl-N-p-toluenesulfonyl)amino-1-phenyl-1,2,4-triazole.
__________
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 6, pp. 917–921, June, 2007. 相似文献
4.
V. A. Tartakovsky A. E. Frumkin A. M. Churakov Yu. A. Strelenko 《Russian Chemical Bulletin》2005,54(3):719-725
Thermal cyclization of 3-R-5-chloro-1,2,4-triazoles (R = Cl, Ph) afforded 2,6,10-tri-R- tris[1,2,4]triazolo[1,5-a:1′,5′c:1″,5″-e][1,3,5]triazines 5 (R = Ph) and 7 (R = Cl). These compounds are first representatives of this class of heterocycles, whose structures were unambiguously established. Treatment of these compounds with nucleophiles (H2O/NaOH, NH3) results in the triazine ring opening to give compounds consisting of three 1,2,4-triazole rings linked in a chain. For example, treatment of cyclic compound 5 with aqueous alkali affords 3-phenyl-1-3-phenyl-1-(3-phenyl-1H-1,2,4-triazol-5-yl)-1,2,4-triazol-5-yl-1H-1,2,4-triazol-5-one. Treatment of 3,7,11-triphenyltris[1,2,4]triazolo[4,3-a:4′,3′c:4″,3″-e][1,3,5]triazine (2) with HCl/SbCl5 leads to the triazine ring opening giving rise to 5-(3-chloro-5-phenyl-1,2,4-triazol-4-yl)-3-phenyl-4-(5-phenyl-1H-1,2,4-triazol-3-yl)-1,2,4-triazole. Thermal cyclization of the latter produces 3,7,10-triphenyltris[1,2,4]triazolo[1,5-a:4′,3′c:4″,3″-e][1,3,5]triazine (13). Thermolysis of both cyclic compound 2 and cyclic compound 13 is accompanied by the Dimroth rearrangement to yield 3,6,10-triphenyl-tris[1,2,4]triazolo[1,5-a:1′, 5′-c:4″,3″-e][1,3,5]triazine (14). Compounds 13 and 14 are the first representatives of cyclic compounds with this skeleton. 13C NMR spectroscopy allows the determination of the isomer type in a series of tris[1,2,4]triazolo[1,3,5]triazines.__________Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 3, pp. 706–712, March, 2005. 相似文献
5.
The interaction of 4-allyl-5-phenyl-1,2,4-triazole-3-thione with iodine proceeds with the formation of a mixture of 6-iodomethyl-3-phenyl-5,6-dihydrothiazolo[2,3-c]-1,2,4-triazole and 6-iodo-3-phenyl-6,7-dihydro-5H-1,2,4-triazolo[3,4-b]-1,3-thiazine. The structures of the cyclization products obtained were established on the basis of the 1H NMR spectra of their dehydroiodinated derivatives. 6-Methyl-3-phenylthiazolo[2,3-c]-1,2,4-triazole, 3-phenyl-5H-1,2,4-triazolo[3,4-b]-1,3-thiazine, and 3-phenyl-7H-1,2,4-triazolo[3,4-b]-1,3-thiazine are formed on eliminating HI from the cyclization products. 相似文献
6.
Mosselhi A. N. Mosselhi Magda A. Abdallah Yassin F. Mohamed Ahmad S. Shawali 《Phosphorus, sulfur, and silicon and the related elements》2013,188(2):487-496
Two synthetic approaches were developed for the title compounds 8a-g via coupling of diazotized anilines with 7-acetyl-6-methyl-3-phenyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine 7 , and reaction of N-aryl 2-oxopropanehydrazonoyl chlorides 9 with 4-amino-3-mercapto-5-phenyl-1,2,4-triazole 1 . The tautomeric structures of 8 were elucidated by their spectral analyses and correlation of their acid dissociation constants with Hammett equation. 相似文献
7.
For the first time, derivatives of 1,2,4-thiadiazoles have been obtained by the reaction of [bis(acyloxy)iodo]arenes with 1-monosubstituted thioureas. 1-Acetylthiourea is subject to intermolecular azacyclization to form 3,5-bis-(acetylamino)-1,2,4-thiadiazole in reaction with [bis(acyloxy)iodo]benzene. 1-Phenylthiourea forms 3,5-bis-(phenylamino)-1,2,4-thiadiazole in a single-stage reaction with (diacetoxyiodo)benzene. The reaction of 1-phenylthiourea with [bis(trifluoroacetoxy)iodo]benzene leads to the formation of 5-imino-4-phenyl-3-phenylamino-4H-1,2,4-thiadiazoline. 相似文献
8.
A. Rykowski E. Wolinska H. C. van der Plas 《Chemistry of Heterocyclic Compounds》2001,37(11):1418-1423
The reactions of 3-X-6-phenyl-1,2,4-triazines (X = SMe, SPh, SO2Ph) with phenylacetonitrile anion in DMF were studied. In these reactions the ring transformation product 3-amino-4,6-diphenylpyridazine, the covalent addition product 3-X-5-(-cyanobenzyl)-6-phenyl-2,5-dihydro-1,2,4-triazine, and the ipso-substitution product 3-(1-cyano-1-phenylmethyl)-6-phenyl-1,2,4-triazine were obtained. Analogous reactions carried out in DMA gave only the addition products in excellent yields as diastereomeric mixtures of the corresponding 2,5-dihydro-1,2,4-triazines. 相似文献
9.
Dithiazolium Salts of Halometalates – Synthesis and Structure of 3-Diethylamino-5-phenyl-1,2,4-dithiazolium-tetrachloroniccolate (II ) Chlorination of NiII-coordinated 1,1-diethyl-3-benzoyl-thiourea by SOCl2 in acetonitrile yields turquoise 3-diethyl-amino-5-phenyl-1,2,4-dithiazolium-tetrachloroniccolate. Its reduction produces cis-bis-(1,1-diethyl-3-thiobenzoylthioureato)nickel(II). The mechanism of formation as well as the crystal and molecular structure of the title compound are presented. 相似文献
10.
The reaction of 3-allylthio-5-phenyl-4H-1,2,4-triazole with iodine to give a mixture of 5,6-dihydro-5-iodomethyl-3-phenyl[1,3]thiazolo[2,3-c][1,2,4]triazole, 6,7-dihydro-6-iodo-3-phenyl-5H-[1,2,4]triazolo[3,4-b][1,3]thiazine, 5,6-dihydro-6-iodomethyl-2-phenyl[1,3]thiazolo[3,2-b][1,2,4]triazole, and 6,7-dihydro-6-iodo-2-phenyl-5H-[1,2,4]triazolo[5,1-b][1,3]thiazine has been studied. The structure of the products obtained was established using 1H NMR spectroscopy of their dehydriodination products. 相似文献
11.
采用微波和相转移催化法通过1-苯基-5-(4-苯基-1,2,4-三唑-5-巯基-3-甲硫基)四唑(2)与2-氯乙酰芳胺(3)反应高效、快速地合成了10种尚未见文献报道的1-苯基-5-[5-(芳胺羰基甲硫基)-4-苯基-1,2,4-三唑-3-甲硫基]四唑. 其结构经 IR, 1H NMR, 13C NMR 和元素分析表征. 生物活性实验结果表明, 该类化合物在较低浓度下部分化合物对小麦芽有很好的促进作用. 相似文献
12.
Condensation of 3-[(3-hydrazino-3-oxopropyl)anilino]-and 3-[(3-hydrazino-3-oxopropyl)-4-methylanilino]propane hydrazides with
2,4-pentanedione, phenyl isocyanate or phenyl isothiocyanate (with subsequent work up of the semicarbazides obtained by base),
and carbon disulfide gave respectively: 1-(3,5-dimethyl-1H-1-pyrazolyl)-3-[3-(3,5-dimethyl-1H-1-pyrazolyl)-3-oxopropylanilino]-1-propanone,
3-(2-{[2-(5-oxo-4-phenyl-4,5-dihydro-1H-1,2,4-triazol-3-yl)ethyl]anilino}ethyl)-4-phenyl-4,5-dihydro-1H-1,2,4-triazol-5-one
and its thio analog, and 5-(2-{[2-(2-thioxo-2,3-dihydro-1,3,4-oxadiazol-5-yl)ethyl]anilino}ethyl)-2,3-dihydro-1,3,4-oxadiazole-2(3H)-thione
plus their methyl derivatives.
__________
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1353–1358, September, 2007. 相似文献
13.
A. G. Sukhanova G. V. Sakovich G. T. Sukhanov 《Chemistry of Heterocyclic Compounds》2008,44(11):1368-1373
Reaction of 3-nitro-1,2,4-triazole and 5-methyl-3-nitro-1,2,4-triazole with secondary and tertiary alcohols in conc. H2SO4 takes place at the N(2) atom. Alkylation by 2-propanol occurs regioselectively to form the 1-isopropyl-3-nitro-and 1-isopropyl-3-methyl-5-nitro-1,2,4-triazoles.
As a consequence of isomerization the alkylation using cyclohexyl or tert-butyl alcohols gives respectively a mixture of regioisomers
substituted at atom N(1) (1-cyclohexyl-3-nitro-and 1-cyclohexyl-5-methyl-3-nitro-1,2,4-triazoles) and at atom N(2) (5-nitro-1-cyclohexyl-and
1-cyclohexyl-3-methyl-5-nitro-1,2,4-triazoles) and, in the second case, to 1-tert-butyl-3-nitro-1,2,4-triazole.
* For Communication 5 see [1].
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 11, pp. 1680–1687, November, 2008. 相似文献
14.
V. Fernndez A. Monge E. Gutierrez-Puebla L. Beyer J. Hartung R. Richter 《无机化学与普通化学杂志》1990,586(1):79-86
Synthesis and Structure of Bis(3-diethylamino-5-phenyl-1,2,4-dithiazolium)-tetrachlorocobaltat(II) The title compound 1 was prepared by reaction of Tris(1,1-diethyl-3-benzoyl-thioureato)cobalt(III) with SOCl2 in acetonitrile. 1 has been characterized by IR-spectroscopy and VIS-spectroscopy. The structure of 1 has been determined by an X-ray structure analysis. The compound crystallizes in the monoclin space group C2/c with a = 16.224; b = 11.257; c = 17.697 Å; β = 107,43° and Z = 4. The final R value was R = 0.027 for 2073 observed reflections. The cation of 1 is nearly plane with an extended delocalization of electrons. The CoCl42? anion is tetrahedral with two different long Co? Cl pairs. Interionic contacts S …? Cl exists between the structural units of the cations and the anion. 相似文献
15.
Synthesis and Crystal Structure of 3-Phenyi- 6-(4-methylphenyi)-1,2,4-triazolo[4,3-b]-1,2,4-triazine
1 INTRODUCTION The fused heterocycles bearing 1,2,4-triazine have attracted considerable attention in recent years owing to their biological and pharmaceutical activi- ties[1~3]. The 1,2,4-triazine core is a versatile synthe- tic platform to access a wide range of condensed heterocyclic ring systems via inter- and intramolecu- lar Diels-Alder reaction with a vast array of dieno- philes[4~6]. IBD (iodobenzene diacetate) is commer- cially available and used as benign non-metallic oxidant… 相似文献
16.
The 1H and 14N hyperfine structure constants for the stable 1-(4-nitrophenyl)-3-phenyl-1,4-dihydro-1,2,4-benzotriazin-4-yl free radical obtained by the oxidation of 1-(4-nitrophenyl)-3-phenyl-1,4-dihydro-1,2,4-benzotriazine or N-phenylbenzamide 4-nitrophenylhydrazone were determined by the ESR and 1H electron nuclear double resonance methods. 相似文献
17.
To select a method for the synthesis of the previously difficulty accessible 5-bromo-1-phenyl-1,2,4-triazole (I) and 1-phenyl-1,2,4-triazoline-5-thione (II), a MO LCAO calculation has been carried out in Huckel's approximation of the energies of the radical, electrophilic, and nucleophilic localization on the various carbon atoms of 1-phenyl-1,2,4-triazole (III). In accordance with this calculation, the required compounds have been obtained in good yields by reactions taking place by a radical mechanism: I by bromination with bromosuccinimide and II by the direct thionation of III. The high reactivity of the bromine atom in position 5 has been noted.For part VIII, see [1]. 相似文献
18.
V. V. Lipson S. M. Desenko V. D. Orlov O. V. Shishkin M. G. Shirobokova V. N. Chernenko L. I. Zinov'eva 《Chemistry of Heterocyclic Compounds》2000,36(11):1329-1335
We have studied the reactions of 3-amino, 3,5-diamino-, and 3-amino-5-trifluoromethyl-1,2,4-triazole with esters of substituted cinnamic acids and aromatic unsaturated ketones; we have established the directionality of formation of the tetrahydrooxopyrimidine ring. We have carried out hydrolysis and hydrazinolysis of 7-phenyl-4,5,6,7-tetrahydro-1,2,4-triazolo[1,5-a]pyrimidin-5-one. We have conducted an X-ray diffraction study of isopropylidene hydrazide of 3-(5-amino-1,2,4-triazol-1-yl)-3-phenylpropionic acid. 相似文献
19.
V. N. Britsun A. N. Esipenko V. V. Pirozhenko M. O. Lozinskii 《Chemistry of Heterocyclic Compounds》2005,41(10):1334-1338
We have established that the products of aminolysis of 2-aryl-5-R-5,6-dihydro-7H-[1,2,4]triazolo-[5,1-b][1,3]thiazin-7-ones
in boiling ethanol are 3-R-3-(5-aryl-4H-1,2,4-triazol-3-ylsulfanyl)-propanamides, and at 180°C–210°C (depending on the structure
of the substituent R): 3-phenyl-4,5-dihydro-1H-1,2,4-triazoline-5-thione and 3-arylacrylamides or 3-(3-aryl-5-thioxo-4,5-dihydro-1H-1,2,4-triazol-1-yl)propanamides.
__________
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1587–1592, October, 2005. 相似文献
20.
A rapid, facile approach to functionalized 4,5-dihydroazocines has been developed, exploiting a one-pot reaction cascade from easily-prepared 3-(ethoxycarbonyl)-5-phenyl-1,2,4-triazine, cyclobutanone and secondary amines. 相似文献