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1.
Linneaus C. Dorman 《Journal of heterocyclic chemistry》1967,4(4):491-499
1,4-Bis(methyIthio)pyridazino[4,5-d]pyridazine (IV) was synthesized from 4,5-pyridazinedi-carboxylic acid in three steps. By employing IV as an intermediate, various 1,4-disubstituted pyridazino[4,5-d]pyridazine derivatives of classes 1,4-N,S; 1,4-N,O; 1,4-O,S; and 1,4-O,O were prepared by one-step or two-step nucleophilic substitution reactions. Steric, polar and resonance effects were observed in some of these reactions and are discussed. 相似文献
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Naphth[1,2-d]oxazole-5-sulfonic acid ( 1 ) has been prepared by the fusion of 4-amino-3-hydroxynaphthalene-1-sulfonic acid with formamide. Interaction of 1 with a number of arenesulfonyl chlorides, aryloxyacetyl chlorides, 1-naphthyloxyacetyl chloride, and chloroacetyl chloride gave 2-(arylsulfonyl)-, 2-(aryloxyacetyl)-, 2-(1-naphthyloxyacetyl)- and 2-(chloroacetyl)naphth[1,2-d]oxaxole-5-sulfonic acids ( 2, 3, 4 and 5 ), respectively. The corresponding sulfonyl chloride of 2 was condensed with amines giving the expected 2-(arylsulfonyl)-naphth[1,2-d]oxazole-5-sulfonamides ( 6 ). Interaction of 5 with hydrazine gave 2-hydrazinoacetyl and disubstituted hydrazine derivatives 7 and 8 . Condensation of 7 with aromatic aldehydes yielded substituted hydrazonoacetyl derivatives 9 . Two moles of 5 react with one mole of hydroquinone in dry acetone in the presence of anhydrous potassium carbonate and potassium iodide gave 1,4-bis[5-sulfonaphth[1,2-d]oxazol-2-ylcarbonyl-methoxy]benzene ( 10 ). 相似文献
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Themolysis of naphth[1,2-d]imidazo[2,1-b]thiazole-2,3-dione ( 1 ) in dimethylformamide gave an intermediate 2-isocyanatonaphtho[1,2-d]thiazole ( 2 ), which underwent [4 + 4] cyclodimerization to yield dinaphtho-[1″,2″:4,5;1′″,2′″:4′,5′]dithiazolo[3,2-a:3′,2′-e]-1,3,5,7-tetrazocine-9,19-dione ( 3 ). The possible [4 + 2] cycloadduct, 3-(2-naphtho-[1,2-d]-thiazolyl)naphtho[1′,2′:4,5]thiazolo[3,2-a]-1,3,5-triazine-2,4-dione ( 4 ), an usual dimer type of heterocyclic isocyanates was not produced. Discrimination between the two isomers was established on the basis of spectral analyses. 相似文献
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Leung-Toung R Tam TF Zhao Y Simpson CD Li W Desilets D Karimian K 《The Journal of organic chemistry》2005,70(16):6230-6241
A versatile synthetic route to potentially useful fused-ring [1,2,4]thiadiazole scaffolds (e.g., 7a and 10b) via exchange reactions of the precursor [1,2,4]thiadiazol-3-(2H)one derivatives (e.g., 6 and 9) with appropriately substituted nitriles (e.g., cyanogen bromide or p-toluenesulfonyl cyanide) under mild conditions is described. For example, the tricyclic 3-bromo [1,2,4]THD derivative (7a) underwent S(N)Ar substitution with a variety of nucleophiles, which included amines, malonate esters and alcohols. Likewise, the bicyclic 3-p-tosyl [1,2,4]THD (10b) was employed as a template in reaction with diamines, and the resulting substituted diamines (e.g., 12a or 12e) were further selectively derivatized at the N1 and/or N2 positions in a linear fashion. The X-ray crystal structure of the 3-methyl bicyclic [1,2,4]THD (21) was obtained, and selective methylation at the N1 position via a protection-alkylation-deprotection protocol, as illustrated in Scheme 6, was confirmed. Alternatively, a short convergent synthesis of N1-functionalized derivatives from the reaction of 10b with appropriately substituted secondary amines was also developed. Hence, these synthetic strategies were advantageously exploited to provide access to a variety of diversely derivatized 3-substituted fused-ring [1,2,4]thiadiazole derivatives. 相似文献
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The reactions of N-substituted 4-amino-3-benzyl-1,2,3-triazole-5-carboxamides with phosphorus oxochloride and dimethylformamide at 80 °C or with triethyl orthoacetate and acetic anhydride at 160 °C afforded 6-mono- or 5,6-disubstituted 1,2,3-triazolo[4.5-d]pyrimidin-7-ones in 30—85% and 65—90% yields, respectively. 相似文献
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We have reported the synthesis and structural elucidation of a series of hexahydroimidazo [4,5-d] imidazole-2,5-diones and hydantoins from glyoxal and substituted ureas.1,2 The general equation of this condensation reaction and a few representative compounds: those reported, current and hypothetical, are depicted in Scheme 1. 相似文献
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S. V. Shorshnev S. E. Esipov A. I. Chernyshev A. F. Pozharskii V. V. Kuz'menko A. V. Gulevskaya 《Chemistry of Heterocyclic Compounds》1990,26(2):191-200
It was shown that pyrimido[4,5-e]-1,2,4-triazine-6,8-diones enter the reversed azadiene synthesis reaction with ketones and vinyl ethyl ether in the presence of diethylamine or boron trifluoride etherate, and also with enamines. As a result of the reaction, pyrido[2,3-d]pyrimidine-2,4-diones are formed in good yield. Pyrimido[5,4-e]-1,2,4-triazine-5,7-diones do not undergo such reactions with acetone. The reasons for the unique behavior of the isomeric pyrimidotriazinediones in the reaction with acetone are discussed.For a preliminary communication, see [1].Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 224–233, February, 1990. 相似文献
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With phosphorus pentasulfide 1-phenyl-3-methyl-4-acetylaminopyrazol-5-one and 1, 3-diphenyl-4-acetylamino-5-acetoxypyrazole give, respectively, 2, 4-dimethyl-6-phenylpyrazolo[4, 5-d]thiazole and 2-methyl-4, 6-diphenylpyrazolo[4, 5-d]thiazole. 相似文献
10.
E. G. Knysh A. N. Krasovskii P. M. Kochergin P. M. Shabel'nik 《Chemistry of Heterocyclic Compounds》1972,8(3):364-367
Naphth[1,2-d]imidazo[3,2-b]-3-thiazolidone and its methyl homolog were synthesized by the reaction of 2-mercaptonaphth[1,2-d]imidazole with chloroacetic and -chloropropionic acids with subsequent cyclization of the naphth[1,2-d]imidazole-2-mercaptoacetic acids. The reactions of the first of them at the methylene group with aldehydes, nitroso compounds, and benzenediazonium salts were studied; the corresponding arylidene and azomethine derivatives of naphthimidazo-3-thiazolidone and the arylhydrazones of naphth[1,2-d]imidazo[3,2-b]thiazoline-2,3-dione were obtained. The arylidene derivatives of naphthimidazo-3-thiazolidone were also obtained by the reaction of naphthimidazole-2-mercaptoacetic acid or its methyl ester with aldehydes or (in one step) by the reaction of 2-mercaptonaphth[1,2-d]imidazole with chloroacetic acid and carbonyl compounds.See [1] for communication LXXI.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 399–402, March, 1972. 相似文献
11.
Yavolovskii A. A. Ivanov E. I. Mazepa A. V. Ivanov Yu. E. 《Russian Journal of General Chemistry》2003,73(9):1486-1488
[1,2,3]Triazolo[4,5-d]pyrimidine 3-oxides were synthesized by replacement of the amino group in 6-aminouracil by hydroxyamino, coupling of the resulting 6-hydroxyaminopyrimidine with benzenediazonium salts, and oxidation of 6-hydroxyamino-5-phenylazouracils with a solution of K3[Fe(CN)6] in water. 相似文献
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The selenium dioxide oxidation of a series of 1,2,3,4-tetrahydrophenanthrone and 1,2,3,4-tetrahydrophenanthren-4-one semicarbazones afforded 4,5-dihydrophenanthro[4,3-d]-1,2,3-selenadiazoles and 10,11-dihydrophenanthro[1,2-d]-1,2,3-selenadiazoles. The latter series which represent a new type of selenaazasteroidal compounds were pyrolyzed and gave the corresponding 1,4-deselenine derivatives. 相似文献
17.
A. Z. Zandersons V. K. Lusis é. é. Liepin'sh D. Kh. Mutsenietse E. L. Khanina G. Ya. Dubur 《Chemistry of Heterocyclic Compounds》1988,24(8):936-941
Derivatives of 2-thiono-5-oxo-2,3,4,5-tetrahydroindeno[1,2-d] pyrimidine and 5-oxo-1,2,4,5-tetrahydroindeno [1,2-d] [3,1] thiazine are formed in the cyclocondensation of 2-arylideneindan-1,3-diones with thiourea and N-monomethylthiourea, while only derivatives of indeno [1,2-d]-pyrimidine are formed in the reaction with N,N-di-methylthiourea. S- and N(3)-Alkylation occur in the alkylation of 2-thiono-4-pheny1-5-oxo-2,3,4,5-tetrahydroindeno[1,2-d]pyrimidine, while only the N-methyl derivative is formed in the alkylation of 2,5-dioxo-4-phenyl-1,2,4,5-tetrahydroindeno [1,2-d] [3,1]thiazine.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 8, pp. 1136–1141, August, 1988. 相似文献
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Like 1-alkyl-2-hydrazinobenzimidazoles, 2-hydrazinonaphth[1,2-d]imidazole and 1-methyl- or 3-methyl-2-hydrazinonaphth[1, 2-d]imidazoles, when dissolved in dry alcohols, undergo autoxidation to 1, 5-dinaphth[1, 2-d]imidazolylformazanes.For part X see [1]. 相似文献
20.
Silvano Bozzini Patrizia Nitti Giuliana Pitacco Alessandro Pizzioli Claudio Russo 《Journal of heterocyclic chemistry》1996,33(4):1217-1221
Tricyclic compounds with an imidazolinone ring fused to 1,2- and 1,4-naphtoquinones were synthesized by a reaction of 4-amino-1,2-naphthoquinone and 2-amino-1,4-naphthoquinone with electrophilic symmetric and non symmetric diazenes. 相似文献