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1.
Persephone Canonne Raynald Boulanger Bernard Chantegrel 《Journal of heterocyclic chemistry》1989,26(1):113-117
A one-step synthesis of spiro[cycloalkane-1,4′-2H-3′,1-benzoxazin]-2′-ones and spiro[cycloalkane-1,4′-1H-pyrido[2′,3′-d][1,3′]oxazin]-2′-ones, obtained in good yield from the corresponding 1-(o-aminophenyl) and 1-(2′-amino-3′-pyridinyl)cycloalkanols is described using ethyl carbonate in presence of n-butyllithium. 相似文献
2.
1-R-3,3-Dimethylbenzo[i]-2-azaspiro[4.5]deca-1,6-dien-8-ones or 1-R-3,3-dimethylbenzo[i]-2-azaspiro[4.5]deca-1,7-dien-6-ones were synthesized by three-component condensation of 1- or 2-methoxynaphthalene, isobutyraldehyde (or isobutylene oxide), and nitrile RCN in concentrated sulfuric acid. 相似文献
3.
Methyl 2-acetyl-3-{[2-(dimethylamino)-1-(methoxycarbonyl)ethenyl]amino}prop-2-enoate ( 4 ) and phenyl-methyl 2-acetyl-3-{[2-(dimethylamino)-1(methoxycarbonyl)ethenyl]amino}prop-2-enoate ( 5 ) were prepared in three steps from the corresponding acetoacetic esters, and used as reagents for the preparation of N3-protected 3-amino-4H-pyrido[1,2-a]pyrimidin-4-ones 10 – 12 , 5H-thiazolo[3,2-a]pyrimidin-5-one 13 , 4H-pyrido[1,2-a]-pyridin-4-one 19 and 2H-1-benzopyran-2-ones 20 – 23 . Free 3-amino-4H-pyrido[1,2-a]pyrimidin-4-ones 24 – 26 were prepared from 10 – 12 by removal of the 2-(methoxycarbonyl)-3-oxobut-1-enyl or 3-oxo-2-[(phenyl-methoxy)carbonyl]but-1-envl as N-protecting group by various methods. 相似文献
4.
Mokrov G. V. Likhosherstov A. M. Lezina V. P. Gudasheva T. A. Bushmarinov I. S. Antipin M. Yu. 《Russian Chemical Bulletin》2010,59(6):1254-1266
The reactions of methyl α-(2-formyl-1H-pyrrol-1-yl)carboxylates with N-substituted aliphatic 1,2-, 1,3-, and 1,4-diamines afford new pyrrole-containing heterocyclic systems: 1,2,3,10b-tetrahydroimidazo[1,2-a]pyrrolo[2,1-c]pyrazin-5(6H)-ones, 1,3,4,11b-tetrahydro-2H-pyrrolo[2′,1′:3,4]pyrazino[1,2-a]pyrimidin-6(7H)-ones, and 1,2,3,4,5,12b-hexahydro-pyrrolo[2′,1′:3,4]pyrazino[1,2-a][1,3]diazepin-7(8H)-ones. The reduction of these compounds with different reagents was studied. 相似文献
5.
R. I. Vas’kevich P. V. Savitskii E. B. Rusanov V. I. Staninets 《Russian Journal of Organic Chemistry》2010,46(11):1682-1686
1-(6-Methyl-5-oxo-2,5-dihydro-1,2,4-triazin-3-yl)-4-arylthiosemicarbazides treated with methyl iodide in the presence of sodium
acetate in ethanol convert into 6-methyl-3-arylamino[1,2,4]-triazolo[4,3-b][1,2,4]triazin-7(1H)-ones. In reaction with dicyclohexylcarbodiimide 6-methyl-3-arylamino[1,2,4]triazolo[3,4-c][1,2,4]triazin-5(1H)-ones were obtained which at heating in alcohol solution in the presence of sodium acetate or at 262–272°C underwent the
Dimroth rearrangement to give 3-methyl-7-arylamino[1,2,4]triazolo[5,1-c][1,2,4]-triazin-4(8H)-ones. 相似文献
6.
Methyl o-hydroxybenzoylpyruvate heated with N,N-dimethylethylenediamine and aromatic aldehydes affords in a high yield 5-aryl-3-hydroxy-4-(2-hydroxyphenyl)-1-[2-(dimethylamino)ethyl]-1,5-dihydro-2H-pyrrol-2-ones, which easily split off water at boiling in acetic acid and are converted into 1-aryl-2-[(2-dimethylamino)ethyl]-1,2-dihydrochromeno[2,3-c]pyrrol-3,9-diones. The developed route of synthesis provides a wide range of derivatives of 1-aryl-2-[ω-(dialkylamino)alkyl]-1,2-dihydrochromeno[2,3-c]pyrrole-3,9-diones. 相似文献
7.
A series of 2-[mercapto(cyano)methylene]-1,2,3,4-tetrahydroquinazolin-4-ones and 2-amino-4-methylpyrazolo[1,5-a]quinazolin-5(4H)-one were prepared from 2-cyanomethylquinazolin-4(3H)-ones via α-bromo derivatives 4 and amide oxime 8, respectively. The new compounds have been characterized by elemental analyses and 1H-nmr, in some cases by ir and 13C-nmr investigations. 相似文献
8.
1,4-Cycloaddition of dichloroketene to a number of N,N-disubstituted (E)-4-amino methylene-3,4-dihydro-[1]benzothiepin-5(2H)-ones gave in excellent yield N,N-disubstituted 4-amino-3,3-dichloro-3,4,5,6-tetrahydro-2H-[1]benzothiepino[5,4-b]pyran-2-ones III, which are derivatives of the 2H-[1]benzothiepino[5,4-b]pyran system. Dehydrochlorination of III with DBN afforded N,N-disubstituted 4-amino-3-chloro-5,6-dihydro-2H-[1]-benzothiepino[5,4-b]pyran-2-ones, generally in excellent yield. 相似文献
9.
Abstract Reaction of dehydro-L-ascorbic acid with 1,2-diamino-4,5-dimethylbenzene and arylhydrazines afforded 3-[l-(aryl)hydrazono-L-threo-2,3,4-trihydroxybutyl]-6,7-dimethyl-lH-quinoxalin-2-ones. Their dehydrative cyclization gave 1-aryl-3-(L-threo-glycerol-1-yl)-6,7-dimethylpyrazolo[3,4-b] quinoxalines, whose acetylation and periodate oxidation were studied. 相似文献
10.
A. Heshmat Moustafa Samia A. El-Abbady R. Alan Jones 《Journal of heterocyclic chemistry》1981,18(7):1461-1463
Cycloaddition to 1-(4,6-dimethylpyrimidin-2-yl)- and 1-(4,6-dimethoxy-s-triazin-2-yl)-3-oxidopyridinium betaines across the 2,6-positions of the pyridine rings with indene, acenaphthylene and ethyl cinnamate gave substituted 8-aza[3.2.1]bicycIooct-3-en-2-ones, whereas the [6π + 4π] cycloaddition reaction with 6,6-dimethylfulvene gave a tricyclo[6.3.1.02.6]dodeca-2,(6),4,9-trien-11-one. Structural and configurational assignments of the cycloadducts were deduced from 1H nmr and ir spectral data. 相似文献
11.
Magda A. Abdallah 《Monatshefte für Chemie / Chemical Monthly》2001,29(1):959-965
The reaction of 3-amino-2-thioxo-4(1H)-quinazolinone or its 2-methylthio derivative with hydrazonoyl halides in the presence of ethanol and triethylamine affords
6H-[1,2,4,5]tetrazino[3, 2-b]quinazolin-6-ones. 相似文献
12.
Jagadish C. Sircar Thomas Capiris Stephen J. Kesten 《Journal of heterocyclic chemistry》1981,18(1):117-121
Reactions of 2H-3,1-benzoxazine-2,4-(1H)dione (isatoic anhydride) (1) with anions of 1,4-dihydro-5H-pyrazol-5-ones (2) gave pyrazolo[5,1-6]quinazolin-9-ones (3) via the nucleophilic attack of the anion 2b rather than 2a. However, in the case of 5-methoxyisatoic anhydride ( 10c) , both products 3e and 11c were obtained. A new synthetic method of preparation of 5-(alkylthio)-2-aminobenzoic acids (18) was described. These acids (18) were used to synthesize a series of substituted pyrazolo[5,1-b]quinazolin-9-ones (3) . 相似文献
13.
Avetisyan A. A. Aleksanyan I. L. Pivazyan A. A. 《Russian Journal of Organic Chemistry》2003,39(8):1164-1166
From 4-hydroxy-2-methylquinoline-3-propionyl chlorides hydrochlorides the corresponding thiosemicarbazides were synthesized. The cyclization of the latter both in alkaline and acidic media furnished 4-hydroxy-2-methyl-3-[2-(5-mercapto-1H-1,2,4-triazol-3-yl)ethyl]quinolines. The reaction of the above propionyl chlorides with anthranilic acid afforded the corresponding 2-[2-(4-hydroxy-2-methyl-3-quinolyl)ethyl]-4H-3,1-benzoxazin-4-ones. 相似文献
14.
Renata Toplak Jurij Svete Branko Stanovnik Simona Goli Grdadolnik 《Journal of heterocyclic chemistry》1999,36(1):225-235
Methyl 2-(benzyloxycarbonyl)aimno-3-dimemylaminopropenoate ( 2 ) was prepared from methyl N-(benzyloxycarbonyl)glycinate ( 1 ) and t-butoxybis(dimethylamino)methane, and used as a reagent for preparation of substituted 3-(benzyloxycarbonyl)amino-4H-quinolizin-4-ones 5 and 6 , ?2H-pyran-2-ones 17–19 , ?2H-1-benzopyran-2-ones 28–31 , and -naphthopyrans 32–35 , ?2H-pyrano[3,2-c]pyridine-2,5-dione 46 , -pyrano-[4,3-b]pyran-2,5-dione 47 , -pyrano[3,2-c]benzopyran-2,5-dione 48 , -pyrano[2,3-c]pyrazol-6-ones 49 and 50 , -pyrano[2,3-d]pyrirnidin-7-ones 51 and 52 derivatives. In the reaction of 2 with 1,3-diketones trisubsti tuted pyrroles 14–16 were formed. Selective removal of benzyloxycarbonyl group was achieved by cat alytic transfer hydrogenation with Pd/C in the presence of cyclohexene to afford free 3-amino compounds 7 , 8 , 20 , 36–38 and 53–57 in yields better than 80%. 相似文献
15.
Yoshinori Tominaga Lyle W. Castle Raymond N. Castle 《Journal of heterocyclic chemistry》1996,33(4):1319-1321
Photocyclization of the substituted 2-([1]benzothien-3-yl)-3-phenylpropenoic acids 3a-c in the presence of iodine and air in a benzene-cyclohexane mixture afforded a separable mixture of three compounds, benzo[b]naphtho[2,1-d]thiophene-6-carboxylic acids 4a-c , 6H-benzo[b]naphtho[2,3-d]thiopyran-6-ones 5a-c , and 10-methoxy-2-methyl-6H-benzo[b]naphtho[2,3-d]pyran-6-one ( 6 ). 相似文献
16.
Irina O. Zhuravel Oleg V. Zaremba Oleksandr S. Detistov Svitlana S. Kovalenko Valentin P. Chernykh 《合成通讯》2013,43(21):3778-3784
New 5-hydroxymethyl-8-methyl-3-(3-aryl-[1,2,4]oxadiazol-5-yl)-2H-pyrano-[2,3-c]pyridin-2-ones and their esters were synthesized. The structure of obtained compounds was determined through a complete 1H NMR analysis. 相似文献
17.
Reaction of methyl 1-bromocycloalkanecarboxylates with zinc and 2,6-bis(arylmethylene)cyclohexanones
N. F. Kirillov A. G. Gavrilov A. N. Vasyanin S. N. Shurov M. I. Vakhrin P. A. Slepukhin 《Russian Journal of General Chemistry》2012,82(2):289-293
Methyl 1-bromocyclopentane-, 1-bromocyclohexane-, and 1-bromocycloheptanecarboxylates react with zinc and 2,6-bis(arylmethylene)cyclohexanones
to afford 4-aryl-8-(arylmethylene)-5,6,7,8-tetrahydrospiro[chromene-3,1′-cyclopentan]-2(4H)-ones, 4-aryl-8-(arylmethylene)-5,6,7,8-tetrahydrospiro[chromene-3,1′-cyclohexan]-2(4H)-ones, and 4-aryl-8-(arylmethylene)-5,6,7,8-tetrahydrospiro[chromene-3,1′-cycloheptan]-2(4H)-ones, respectively. 相似文献
18.
Yu. M. Yutilov N. N. Smolyar A. B. Eres'ko S. V. Gres'ko 《Russian Journal of Organic Chemistry》2004,40(7):1015-1017
Nitration of 1-phenyl-4,5-dihydroimidazo- and -1,2,3-triazolo[4,5-c]pyridin-4-ones initially occurs at the para position of the phenyl ring, and the subsequent nitration yields the corresponding 7-nitro-1-(4-nitrophenyl) derivatives. Treatment of the latter with hydrazine hydrate leads to formation of 1-(4-aminophenyl)-7-methyl-4,5-dihydroimidazo- and -1,2,3-triazolo[4,5-d]pyridazin-4-ones. 相似文献
19.
Braulio Insuasty Jairo Quiroga Juan Carlos Argoti Samuel Gmez Roberto Martínez Enrique Angeles Rubn Gabio Manuel Nogueras Adolfo Snchez 《Journal of heterocyclic chemistry》1998,35(6):1397-1399
The reaction of 1-aryl-3-(dimethylamino)-1-propanones 1 with one equivalent of 4,5-diamino-1H-pyrimidin-6-ones 2 , in acidic medium, leads to the formation of 4-aryl-2,3,6,7-tetrahydro-1H-pyrimido[4,5-b]-[1,4]diazepin-6-ones 3 . The structure elucidation of the products is based on detail nmr analysis of experiments such as 13C, 1H and DEPT including selective 13C{1H} decoupling experiments. 相似文献
20.
V. I. Potkin S. K. Petkevich P. V. Kurman 《Russian Journal of Organic Chemistry》2010,46(9):1305-1312
Acylation of thiophene and phenol with 3,4,4-trichloro-3-butenoyl chloride afforded the corresponding 1-(thien-2-yl)- and
1-(4-hydroxyphenyl)-3,4,4-trichloro-3-buten-1-ones, whose reaction with amines led to the formation of 3-amino-1-(thien-2-yl,
4-hydroxyphenyl)-4,4-dichloro-2-buten-1-ones The heterocyclization of the initial ketones into pyrazole structure was not
observed, and the reaction with hydrazine hydrate provided bispyrazole products, N,N′-bis(5-thien-2-yl)- and N,N′-bis[5-(4-hydroxyphenyl)-1H-pyrazol-3-ylmethylene]hydrazines. 相似文献