A variety of heterocycles, including 3,4-disubstituted-2-imino-4-thiazolines, 3,4-disubstituted-4-methoxy-2-iminothiazolidines, 2,4-disubstituted-thiazoles, 2-amino-4-substituted-thiazoles and 1,5-disubstituted-4-imidazolin-2-ones, were synthesized from α-chloromethyl and α-bromomethyl ketimines by condensation with potassium thiocyanate, thiourea, ammonium thiocyanate and potassium cyanate. 相似文献
A new procedure for the synthesis of triazole N-oxides, based on base-induced intramolecular cyclization of 1-(-cyanoalkyl)-3-aryl(hetaryl)triazen-1-oxides, is proposed. An X-ray study of 4-imino-5,5-dimethyl-3-phenyl-4,5-dihydro-1,2,3-triazole 1-oxide was carried out.Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 4, pp. 746–751, April, 1993. 相似文献
N-Aryl-α-oxo-α-arylethanehydrazonoyl bromides 2 react with potassium thiocyanate in ethanol leading to the formation of [4-aryl-4,5-dihydro-5-imino-1,3,4-thiadiazol-2-ylaryl]methanone 5 in quantitative yield. Treatment of 2 with thiourea and β-diketones affords 2-amino-4-aryl-5-arylazothiazoles 4 and 3-aroyl-4-acetyl/benzoyl-5-methyl-1-phenylpyrazoles 6 in 65–70 and 60–70% yields respectively. Compound 5 has also been subjected to acetylation and chloroacetylation. All the compounds are characterized by their analytical and spectral (ir, 1H-nmr and ms) data. Mass fragmentation patterns of these compounds are discussed. 相似文献
The synthesis and selected reactions of the versatile heterocycle 2-amino-3-cyanomethylsulfonyl-4,5-dimethylfuran is reported. In particular, cyclization reaction of the aminofuran yielded a number of novel furo[3,2-b]thiazine 1,1-dioxides. Additionally, a novel tetracyclic system, namely a pyrrolo[2′,3′:5,6]-[1,4]thiazino[3,2-b]quinoline 4,4-dioxide, is prepared via an intramolecular triple-cyclization in which the furan ring is opened and reclosed as a pyrrole. 相似文献
The Michael addition of cyanothioacetamide to nitrostyrenes was investigated. Previously unknown 2-amino-4-aryl-3-cyano-5-hydroxyimino-4,5-dihydrothiophenes
were obtained.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1472–1477, October, 2007. 相似文献
The title amidines (1 and 2) were synthesized. A synthesis of lactam 10 free of isomeric 4 is described. An interesting rate difference in displacement of thiomethyl ether intermediates 5 and 11 with amines was observed. 相似文献
4,5-Dichloro-1,2-thiazol-3-amine was synthesized starting from accessible 4,5-dichloro-1,2-thiazole-3-carbonyl azide and -3-carboxamide via Curtius and Hofmann rearrangements, respectively. The procedure involving Curtius rearrangement was found to be more advantageous from the preparative viewpoint. 相似文献
Fusion of an azole moiety at C-6 and C-7 of naltrexone ( 1 ) is illustrated by the synthesis of the title compound 8 . Bromination of 3-O-methylnaltrexone led to the 1,7α-dibromo derivative which reacted with thiourea to attach the 2-aminothiazole ring to C-6 and C-7 of naltrexone. After converting the amino and alcohol groups to trimethylsilyl derivatives, the aromatic bromo group was removed by halo-lithium interchange with butyllithium, followed by hydrolysis with water. In the final step of the synthesis, the methyl ether was cleaved by boron tribromide to generate 8 . An alternate synthesis of 8 commenced with 3-O-acetylnaltrexone ( 9 ). Bromination of 9 in acetic acid in the presence of hydrobromic acid produced a mixture of 3-O-acetyl-7α-bromonaltrexone ( 10 ) and 7α-bromonaltrexone ( 11 ), both, as hydrobromides. Reaction of this mixture with thiourea furnished 8 (62% from 1 ). While 1H and 13C chemical shifts of all compounds are reported, those of 11 hydrobromide and 8 dihydrochloride were established unequivocally. 相似文献
Ethyl 3-benzoylamino-2-oxo-6-triphenylphosphoranylidenemethyl-2H-pyran-5-carboxylate ( 1 ) reacts with 2- nitrobenzaldehydes ( 2 ) to give 6-(2-nitrostyryl)-2H-pyran-2-ones ( 3 ), as the E stereoisomers, in good yields. The reduction of compounds 3 , performed with hydrogen over Pd/C at room temperature and 1 atmosphere, leads to a mixture of 2-amino-4-tetrahydroquinolinylidene-2-pentenedioic acid derivatives 5a-d as the main products, the corresponding 3-butenoic acid derivatives 6 and a minor amount of pyrano[2,3-c]benzazocines 9a-c. At 40 atmospheres and 90°, the reduction gives 4-amino-2-tetrahydroquinolinylbutanoic acid derivatives 8a-d as the main products and their precursors 7a,b,d as the minor ones. Amines 4c,d are isolated by stopping the reduction after the uptake of 3 equivalents of hydrogen. 相似文献
The transamination of 2-amino-4-imino-2-perfluoropentene with ethylenediamine gives the corresponding 6-fluoro-5,7-bis(trifluoromethyl)-2,3-dihydro-1H-1,4-diazepine. The transamination of 2-amino-4-imino-2-perfluoropentene by diethylenetriamine is accompanied by intramolecular
nucleophilic substitution of the α-fluorine atom to form 1,9-bis(trifluoromethyl)-3,4,6,7-tetrahydro-2H-pyrazino[1,2-a]pyrazine whose structure was established by an X-ray structural investigation. Several salts of this bicyclic compound and
its complex with BF3 have been described.
Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 10, pp. 1773–1776, October, 1993. 相似文献
The rearrangement of N-substituted N-phenylhydrazides of cyanoacetic acid under the ocnditions of the Kost reaction gave 2-amino-3-cyanoindoles, starting substances for the synthesis of pyrimido[4,5-b]indoles.Translated from Khimiya Geterotsiklcheskikh Soedinenii, No. 3, pp. 400–402, March, 1991. 相似文献
2-Imino-3-benzyl-5-phenyl-1, 3, 4-oxadiazoline (Ia) was synthesized by the reaction of benzyl chloride with 2-amino-5-phenyl-1, 3, 4-oxadiazole (II). A number of imino-group derivatives of Ia were prepared. The structure of the compounds prepared were confirmed by means of their IR spectra. 相似文献
1 INTRODUCTION dimerization of α,β-unsaturated ketones[10]. Herein we discuss the crystal structure of the title compound In the early seventies three groups of investiga- synthesized by the reaction of 2-cyano-3-(4-chloro- tors[1~3] have established that low-valent titanium phenyl)-3-(1-tetralon-2-yl) induced by TiCl4/Zn system. can abstract oxygen from ketones or aldehydes, lead- When 2-cyano-3-(4-chlorophenyl)-3-(1-tetra- lon-2-yl) ing to the formation of olefins. A variety of other… 相似文献
A new reaction was found for the preparation of difficult-to-obtain polyfunctional dihydrofurans, viz., the reaction of tetracyanoethylated ketones with hydrogen peroxide in the presence of a base.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 8, pp. 1027–1030, August, 1985. 相似文献
We describe the Michael addition of benzoylacetonitrile to α-cyanoacrylates 4a-c and 5a obtained from readily available chiral α-hydroxyaldehydes 1a-c . The resulting polyfunctionalized 4-alkyl-2-amino-4H-pyrans 6a-c, 7a have been obtained in good yield and moderate diastereoselectivity. 相似文献