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1.
S. L. Bogza S. Yu. Suikov N. M. Bogdan Yu. A. Nikolyukin V. I. Dulenko 《Chemistry of Heterocyclic Compounds》2004,40(11):1421-1426
The recyclization reactions of 4-cyanobenzo[c]pyrylium salts with ammonia, primary amines, and hydrazines have been studied. New derivatives of isoquinoline, benzo-2,3-diazepine, and pyrazolo-[ 5,4-c]isoquinoline have been obtained.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 11, pp. 1645–1651, November, 2004. 相似文献
2.
S. V. Tolkunov M. A. Kryuchkov V. S. Tolkunov V. I. Dulenko 《Chemistry of Heterocyclic Compounds》2004,40(8):1082-1086
We have studied the reactions of benzothieno[2,3-c]pyrylium salts with primary amines. We have shown that recyclization occurs in two directions, and whether benzothieno[2,3-c]pyridinium salts or 1-aminodibenzothiophenes are formed is determined by the nature of the primary amine. 相似文献
3.
We have established that when 5-chloro-6-[cyano(2,3-dihydro-1-R-benzo[d]azol-2-yl)methyl]-2,3-pyrazinedicarbonitriles are reacted with nucleophilic reagents (aliphatic and aromatic amines, hydrogen sulfide), annelation of the five-membered ring occurs on the [b] face of the pyrazine with formation of 6-amino-7-hetaryl-5-R-5H-pyrrolo[2,3-b]pyrazine-2,3-dicarbonitriles and 6-amino-7-(1H-benzo[d]imidazol-2-yl)thieno[2,3-b]pyrazine-2,3-dicarbonitrile respectively. Further heating with excess of acylating reagent leads to formation of a novel heterocyclic system 1H-benzo[4,5]imidazo[1,2-c]pyrazino[2',3':4,5]pyrrolo[3,2-e]pyrimidine. Reaction of vicinal dinitriles with hydrazine hydrate leads to the novel system 1H-pyrrolo[2',3':5,6]pyrazino[2,3-d]pyridazine. 相似文献
4.
M. M. Lipunov E. A. Kaigorodova L. D. Konyushkin S. I. Firgang G. D. Krapivin 《Chemistry of Heterocyclic Compounds》2007,43(9):1189-1196
It has been established that the interaction of N1-(2-hydroxyphenylmethylthieno[2,3-b]pyrid-3-yl)arylamides with hydrazine hydrate leads to thieno[2,3-b]pyridine-2,3-diamines.
It was shown that the reaction of the latter with acetylacetone and acetoacetic ester occurs regioselectively at the amino
group in position 3 of the thiophene ring.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1400–1408, September, 2007. 相似文献
5.
S. V. Volkov A. N. Levov A. T. Soldatenkov N. M. Kolyadina O. E. Volkova V. N. Khrustalev 《Chemistry of Heterocyclic Compounds》2007,43(9):1181-1188
The 4-nitro derivatives and an oxidation by-product, 9-hydroxy-2-methyl-3-oxo-9-phenyl-2,3-dihydro-9H-indeno[2,1-c]pyridine
were obtained by the nitration of N-alkyl-9-phenyl-2,3-dihydro-1H-indeno-[2,1-c]pyridines with sodium nitrite in acetic acid.
Their molecular structures were studied by X-ray structural analysis. The product of [2+3] cycloaddition, 5-methyl-3,7-diphenyl-3a,
4,5,6-tetrahydroindeno[2,1-c]isoxazolo[5,4-d]pyridine, was obtained by the interaction of 2-chloro-1-hydroxy-2-phenylazomethine
with 2-methyl-9-phenyl-2,3-dihydro-1H-indeno[2,1-c]pyridine.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1390–1399, September, 2007. 相似文献
6.
With urea 1,5-diaryl-3-hydroxy-4-methylsulfonyl-3-pyrrolin-2-ones form the 3-amino derivatives of pyrrolones. In reactions
with hydrazine hydrate and ethylenediamine the corresponding salts are formed. With ethylenediamine at 180–185°C the double
salt of 3-hydroxy-4-methylsulfonyl-1,5-diphenyl-3-pyrrolin-2-one forms N,N′-di(4-methylsulfonyl-1,5-diphenyl-3-pyrrolin-2-on-3-yl)-ethylenediamine.
The reaction with o-phenylenediamine gives 2,3-diaryl-4-methylsulfonylpyrrolo-[2,3-b]quinoxalines.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 11, 1631–1636, November, 2007. 相似文献
7.
A. Sh. Oganisyan G. O. Grigoryan A. S. Noravyan 《Chemistry of Heterocyclic Compounds》2001,37(8):1025-1028
Reaction of a substituted 2-aminothienothiopyran with methyl(phenyl) isothiocyanate, intramolecular cyclization of the obtained N'-methyl(phenyl) thioureido derivatives, and work up of the cyclization products with hydrazine hydrate gave 2-hydrazinodihydrothiopyranothienopyrimidines. Treatment of the latter with pyruvic acid gave the novel 10H-thiopyrano[4',3':4',5']thieno[2',3':4,5]pyrimido[2,3-c]-1,2,4-triazines. 相似文献
8.
4-Cyano-5,6-diphenyl-2,3-dihydropyridazine-3-onc 1 reacts with phosphorous oxychloride to give 70% of the corresponding 3-chloro derivative 2. Treating 2 with anthranilic acid in butanol, 4-cyano-2,3-diphenyl-10H-pyridazino[6,1-b]quinoxaline-10-one, 3 was obtained. Compound 1 reacts with phosphorous pentasulphide to give 3-mercapto derivative 4, which was converted by acrylonitrile to S-(2-cyanoethyl)pyridazine derivative 5. Compound 4 reacts with ethyl bromoacetate and with phenacyl bromide gave the corresponding thieno[2,3-c] pyridazine derivatives 8, 9, Alkylation of 1 with ethyl chloroacetate afforded 3-0-carbethoxymethyl derivative 10. Compound 10 reacts with amines (aniline, hydrazine) to give the corresponding amide and acid hydrazide 13, 12 respectively. Hydrolysis of 10 with sodium hydroxide gave the corresponding acid derivative 11. Treating 1 with methyl iodide, 3-0-methyl derivative 14 was obtained, which was converted by ammonium acetate/acetic acid to 3-amino-4-cyano-5,6-diphenyl pyridazine 15. Compound 1 reacts with methyl magnesium iodide gave 4-acetyl derivative 16, which was reacted with hydrazine, phenyl hydrazine and with hydroxylamine to give the substituted I H pyrazolo [3,4-c] pyridazine 17 a,b and isoxazolo [5,4-c] pyridazine 18 derivatives respectively. 相似文献
9.
S. V. Tolkunov A. I. Khyzhan S. Yu. Suikov V. I. Dulenko 《Chemistry of Heterocyclic Compounds》2005,41(3):379-386
Condensation of hetarene carboxaldehydes with phthalide gave 2-(3-hydroxy-1-oxoinden-2-yl)benzo[b]furan and 2-(3-hydroxy-1-oxoinden-2-yl)-5-ethylthieno[2,3-b]thiophene. Starting from hetaryl acetic acids gave 3-(3-hydroxy-1-oxoinden-2-yl)benzo[b]furan and 3-(3-hydroxy-1-oxoinden-2-yl)benzo[b]thiophene. Acylation of 3-hydroxy-1-oxoinden-2-yl-substituted heterocycles using acetic anhydride in the presence of 70% HClO4 leads to the formation of pentacyclic pyrilium salts. Pentacyclic indenopyridines are prepared by treating the pyrilium salts with ammonia. The reaction of the carbonyl group in the indenopyridines with hydroxylamine, hydrazine hydrate, and in reduction using NaBH4 has been studied.__________Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 435–443, March, 2005. 相似文献
10.
E. Yu. Kambulov V. K. Vasilin E. A. Kaigorodova L. D. Konyushkin G. D. Krapivin 《Chemistry of Heterocyclic Compounds》2003,39(2):255-266
Derivatives of a new heterocyclic system - benz[4,5]imidazo[1,2-c]pyrido[3',2';4,5]thieno[2,3-e]pyrimidine have been obtained by successive reactions in three stages - alkylation of 3-cyanopyridine-2(1H)-thiones with 2-chloromethylbenzylimidazole to give 2-benzimidazolylmethylthio-3-cyanopyridines, closing the thiophene ring in the latter to form 3-amino-2-(benzimidazolyl-2)thieno[2,3-b]pyridines, and cyclization of the pyrimidine ring by acylation with carboxylic acid anhydrides or chlorides. 相似文献
11.
Reaction of 4-hydrazinoquinazoline with 2,4-diketoesters gives the corresponding 3-acylmethyl-2H-[1,2,4]triazino[2,3-c]quinazolin-2-ones in a one-step procedure via cyclocondensation-Dimroth-like rearrangement. Spectroscopic studies as well as X-ray analysis reveal that the obtained triazinoquinazolines exist in their ketoimine tautomeric form. Treatment of these compounds with hydrazine hydrate affords 3′-(2-aminophenyl)-3-(het)aryl-spiro[pyrazoline-5,6′(1′H)-1,2,4-triazin]-5′(4′H)-ones or 5-(het)arylpyrazole-3-carboxylic acid hydrazides depending on the reaction conditions. The structure of the spiro-heterocycles was elucidated by means of single-crystal X-ray analysis and confirmed by spectroscopic investigations. 相似文献
12.
Rodinovskaya L. A. Gromova A. V. Shestopalov A. M. Nesterov V. N. 《Russian Chemical Bulletin》2003,52(10):2207-2213
Substituted 3-hydroxypyrazoles, which were prepared based on ethyl esters of substituted 4-(pyridin-2-ylthio)- or 4-(1,4-dihydropyridin-2-ylthio)acetoacetic acids and hydrazine hydrate, were used in the synthesis of 6-amino-4-aryl-5-cyano-3-(pyridin-2-ylthiomethyl)-2,4-dihydropyrano[2,3-c]pyrazoles. The molecular and crystal structure of 6-amino-5-cyano-3-(3-cyano-4,6-dimethylpyridin-2-ylthiomethyl)-4-(2-nitrophenyl)-2,4-dihydropyrano[2,3-c]pyrazole was established by X-ray diffraction analysis. 相似文献
13.
E. A. Kaigorodova V. K. Vasilin M. M. Lipunov V. E. Zavodnik G. D. Krapivin 《Chemistry of Heterocyclic Compounds》2004,40(12):1600-1608
Iminophosphoranes containing a thieno[2,3-b]pyridine fragment were obtained through a sequence of reactions: 1) alkylation of 3-cyano-2(1H)-pyridinethiones in alkaline medium by an -halocarbonyl compound with subsequent Thorpe-Ziegler cyclization of the resultant 2-thioalkylpyridines to give 3-aminothieno[2,3-b]pyridines, 2) diazotization of the amino group and nucleophilic substitution of the diazonium group by an azido group without isolation of the diazonium salts, and 3) reaction of the 3-azidothieno[2,3-b]pyridines with triphenylphosphine.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 12, pp. 1853–1862, December, 2004. 相似文献
14.
S. M. Medvedeva E. V. Leshcheva Kh. S. Shikhaliev A. S. Solov’ev 《Chemistry of Heterocyclic Compounds》2006,42(4):534-539
Based on the reaction of 8-R-4,5-dihydro-4,4-dimethyl[1,2]dithiolo[3,4-c]quinoline-1-thiones with oxalyl chloride followed
by the reactions of 1,3-dipolar cycloaddition and diene synthesis with participation of acetylenedicarboxylic acid dimethyl
ester, we have developed approaches to synthesis of novel polycondensed heterocyclic systems: [1,2]dithiolo[3,4-c]pyrrolo[3,2,1-ij]quinoline-4,5-dione,
6-(1,3-dithiol-2-ylidene)-1,2-dioxo-5-thioxo-7H-pyrrolo[3,2,1-ij]quinoline and 4,5-dioxospiro(pyrrolo)-[3,2,1-ij]thiopyrano[2,3-c]quinoline-11,2′-[1,3]dithiole.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 610–615, April, 2006. 相似文献
15.
V. Ya. Sosnovskikh M. A. Barabanov B. I. Usachev R. A. Irgashev V. S. Moshkin 《Russian Chemical Bulletin》2005,54(12):2846-2850
Condensation of 4-acetyl-5-hydroxy-3-methyl-1-phenylpyrazole with RFCO2Et (RF = CF2H, CF3) in the presence of LiH affords 4-di(tri)fluoroacetoacetyl-5-hydroxy-3-methyl-1-phenylpyrazoles from which 6-di(tri)fluoromethyl-and
5-di(tri)fluoroacetyl-3-methyl-1-phenylpyrano[2,3-c]pyrazol-4(1H)-ones were synthesized. The reactions of pyrano-pyrazoles with hydrazine hydrate, ethyl mercaptoacetate, or aromatic amines
proceed at the C(6) atom with pyrone ring opening and formation of aminoenones, pyrazoles, or thiophenes with the 5-hydroxy-3-methyl-1-phenyl-4-pyrazolyl
fragment.
Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 12, pp. 2750–2754, December, 2005. 相似文献
16.
以水为反应介质,水合肼为还原剂,研究了痕量铜催化3-甲基蒽醌-[1,2-c]-异噁唑还原开环反应以清洁高效合成1-氨基-2-乙酰基蒽醌,考察了不同种类过渡金属硝酸盐的催化性能,发现Cu(NO3)2性能最好. 加入 2.6% 的催化剂和1.3倍的水合肼,在室温反应 2 h,底物转化率和目标产物选择性分别可达到 97.2%和 95%,TON达到38. 产品结构经氢核磁谱和质谱得以确证,主要副产为羟基取代的1-氨基-2-乙酰基蒽醌. 此外,提出了铜催化 3-甲基蒽醌-[1,2-c]-异噁唑还原开环反应合成 1-氨基-2-乙酰基蒽醌的可能反应机理. 相似文献
17.
G. G. Danagulyan L. G. Sahakyan G. A. Panosyan 《Chemistry of Heterocyclic Compounds》2000,36(2):185-189
The condensation of substituted 2-benzyl-4-hydrazinopyrimidines with phenylpyruvic acid gave the corresponding hydrazones, which cyclize upon the action of POCl, to give derivatives of pyrimido[6,1-c][1,2,4]-triazine. The substituted 2-benzylpyrimidinylhydrazides of some carboxylic acids react with POCl, to give 1,2,4-triazolo[4,3-c]pyrimidines. The reaction of 7-benzyl-5-methyl-l-phenyl-1,2,4-triazolo[2,3-c]pyrimidine with sodium ethylate leads to rearrangement and formation of 7-benzyl-5-methyl-2-phenyl-1,2,4-triazolo[2,3-c]pyrimidine.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 225–229, February, 2000. 相似文献
18.
Acid-catalyzed acylation of 3,4-dimethoxyphenylacetone with -chlorobutyryl chloride gave 1-(3-chloropropyl)-6,7-dimethoxy-3-methylbenzo[c]pyrylium perchlorate. Recyclization of the product with nitrogen nucleophiles (ammonia, primary amines, hydrazine derivatives, hydroxylamine) led through the corresponding isoquinolinium salts to benzo[f]indolizinium, pyridazino[2,1-b]isoquinolinium, and 1,2-oxazino[2,1-b]isoquinolinium salts. 相似文献
19.
The acylation of benzo[b]furan-, benzo[b]thiophene, and indolyl-3-acetic acid arylamides using acetic anhydride in the presence of 70% perchloric acid occurs at the -position of the heterocycle to give 2-acetylbenzo[b]furan-, 2-acetylbenzo[b]thiophene, and 2-acetylindolyl-3-acetic acid arylamides. Depending on the amount of perchloric used in the reaction they undergo cyclodehydration to 3-arylamino-1-methylhetero[2,3-c]pyrilium salts and to N-aryl-1-methyl-3(2H)hetero[2,3-c]pyridones. 相似文献
20.
Barabanov I. I. Fedenok L. G. Polyakov N. E. Shvartsberg M. S. 《Russian Chemical Bulletin》2001,50(9):1663-1667
When heated in piperidine, 1-amino-2-(3-hydroxyalk-1-ynyl)-9,10-anthraquinones undergo cyclization into 2-(1-hydroxyalkyl)naphtho[2,3-g]indole-6,11-diones. In contrast, 1-amino-2-(3-hydroxy-3-phenylpropynyl)-9,10-anthraquinone reacts with primary and secondary amines to give the corresponding 1-amino-2-(1-amino-2-benzoylvinyl)-9,10-anthraquinones, which undergo cyclization into 4-dialkylamino- or 4-alkylamino-2-phenylnaphtho[2,3-h]quinoline-7,12-diones. Heating of the starting phenylpropynol with Et3N causes its dehydrogenation and isomerization. 相似文献