Derivatives of benzo[4,5]cyclohepta[1,2-b]thiophene. 4. Synthesis of 1-(9,10-dihydro-4H-benzo[4,5]cyclohepta[1,2-b]thiophen-4-yl)-3-alkylaminoazetidines

Thirteen 1-(9,10-dihydro-4H-benzo[4,5]cyclohepta[1,2-b]thiophen-4-yl)-3-alkylaminoazetidines 11 have been synthesized in three steps from 4-amino-9,10-dihydro-4H-benzo[4,5]cyclohepta[1,2-b]thiophene ( 6 ), which was obtained from the reduction of either 4-azido 4 or 4-hydroxyimino 5 derivatives. All the compounds have been evaluated as potential antidepressive agents.     

Efficient Synthesis of 3,5,6,7-Tetrahydro-4H-cyclopenta[4,5] thieno[2,3-d]Pyrimidin-4-ones

The title compounds 3,5,6,7-tetrahydro-4H-cyclopenta[4,5]thieno[2,3-d]pyrimidin-4-ones（6） were synthesized by base catalytic reactions of secondary amines with carbodiimides 4, which were obtained from the aza-Wittig reaction of iminophosphoranes（3） with aromatic isocyanates.     

6-萘氧甲基-[1,3]二氧戊环并[4,5-g]喹啉-7-甲酸衍生物的合成（英文）

介绍了通过6-氯甲基-[1,3]二氧戊环并[4,5-g]喹啉-7-甲酸乙酯与1-和2-萘酚的Williamson醚合成反应及其随后的酯水解反应,"一锅法"高收率的合成了结构新颖的含有萘环结构的喹啉化合物,即2-(萘氧甲基)喹啉-3-羧酸.这种新合成的化合物可以为开发有用的药物活性先导化合物提供很好的底物.     

Synthesis of derivatives of 2-oxo-2,3-dihydro-1H-thieno[3,4-d]imidazole

Conclusions Derivatives of 2-oxo-2,3-dihydro-1H-thieno[3,4-d]imidazole were synthesized from 4,5-di-substituted 2-imidazolinones.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 10, pp. 2381–2383, October, 1987.     

Synthesis of 4,12-dihydro-4-oxoquino-[1,8a,8-a,b]quinoxaline-5-carboxylic acid derivatives

The synthesis and antibacterial activity of 1-substituted amino-2-fluoro-4,12-dihydro-4-oxoquino[1,8a,8-a,b]quinoxaline-5-carboxylic acid derivatives are described. The synthetic route includes a carbon homologation and two intramolecular nucleophilic displacement cyclization reactions leading to the novel 4,12-dihydro-4-oxoquino[1,8a,8-a,b]quinoxaline-5-carboxylic acid heterocycle.     

Synthesis of methyl 4-methyl-2-oxo-1,2,5,6-tetrahydro-4H-pyrrolo[3,2,1-ij]quinoline-6-carboxylate

Russian Journal of Organic Chemistry -     

Derivatives of benzo[4,5]cyclohepta[1,2-b]thiophene. 1. Synthesis and cyclization of N-(9,10-dihydro-4H-benzo[4,5]cyclohepta-[1,2--6]thiophene-4-ylmethyl)amides

Starting from ketone III several acyl derivatives of 4-aminomethyl-9,10-dihydro-4H-benzo[4,5]cyclohepta-[1,2--6]thiophene (VII) have been synthesized. The intramolecular cyclization of some of these new amides through the Bischler-Napieralski reaction is described.     

Three-component condensation of 4-aminoisothiazole derivatives with aldehydes and Meldrum’s acid. Synthesis of 6,7-dihydro-4H-isothiazolo[4,5-b]pyridin-5-ones

A convenient method was developed for the synthesis of previously unknown substituted 6,7-dihydro-4H-isothiazolo[4,5-b]pyridin-5-ones based on the three-component condensation of 4-aminoisothiazole hydrochlorides, Meldrum’s acid, and aromatic aldehydes.     

Studies on chemotherapeutics I. Synthesis of 5-substituted-4-oxo-1,4-dihydro-3-pyridinecarboxylic acid derivatives

Ethyl 5-substituted-4-oxo-1,4-dihydro-3-pyridinecarboxylates were synthetized by reacting 1,3,5-triazine with 4-substituted ethyl acetoacetate derivatives in ethanol, in the presence of sodium ethoxide. The l-alkyl-5-substituted-4-oxo-1,4-dihydro-3-pyridinecarboxylic acids required for the antimicrobial studies were prepared by N-alkylation (with triethyl phosphate or alkyl halides) and alkaline hydrolysis of the pyridone esters.     

7,8-亚甲二氧基-4-氧代-3,4-二氢嘧啶并[4,5-b]喹啉衍生物的合成

为了寻找具有药理活性的喹啉衍生物, 我们合成了五个新的喹啉衍生物和十一个7,8--亚甲二氧基-4-氧代-3,4-二氢嘧啶并[4,5-b]喹啉衍生物. 这些化合物的结构均经核磁共振光谱, 红外光谱和元素分析予以证实 .     

Synthesis of some 3-alkenyl-4-oxo-6,7-dihydro-4H-pyrano[3,4-d]isoxazoles

A series of 3-alkenyl-4-oxo-6,7-dihydro-4H-pyrano[3,4-d]isoxazole derivatives was prepared by reaction of hydroxylamine with 4,5-dioxo-2,3,7,8-tetrahydro-4H,5H-pyrano[4,3-b]pyran derivatives.     

Metallations of 5 H-dibenz [b,f] azepine and 10,11-dihydro-5H-dibenz [b,f] azepine. Synthesis of 4-substituted derivatives

The synthesis of 4-substituted 5 H-dibenz [b, f] azepines and 10, 11-dihydro-5 H-dibenz [b, f] azepine resulting from the reaction of the corresponding 4, 5-dilithio derivatives and different N, N-dimethylamides is reported. The total assignment of the pmr spectra of the prepared formyl derivatives based on decoupling experiments is also described.     

Synthesis of N-[4-[2-(2,4-Diamino-1,6-dihydro-6-oxo-5-pyrimidinyl)-ethylamino]benzoyl]-L-glutamic acid. An acyclic analogue of 5,6,7,8-tetrahydrofolic acid

The synthesis of N-[4-[2-(2,4-diamino-1,6-dihydro-6-oxo-5-pyrimidinyl)ethylamino]benzoyl]-L-glutamic acid ( 2 ), a two carbon analogue of 5-DACTHF ( 1 ) and an acyclic analogue of 5,6,7,8-tetrahydrofolic acid, is reported. The pyrimidinylacetaldehyde diethyl acetal 3 , which was prepared in 2-steps from 2-chloro acetaldehyde diethyl acetal, was converted to 2 in four steps. Compound 2 was less cytotoxic toward Detroit 98 or L cells than 5-DACTHF ( 1 ).     

Synthesis and structure of derivatives of 7-oxo-4,5,6,7-tetrahydrobenzo[b]-thiophene and 7-hydroxybenzo[b]thiophene

The oxidation of 2-acylamino-3-ethoxycarbonyl-4,5,6,7-tetrahydrobenzo[b]thiophenes gave the corresponding 7-oxotetrahydrobenzo[b]thiophenes and some of the transformations of these compounds were studied. These compounds were used for the synthesis of 3-ethoxycarbonyl-6-bromo-7-hydroxybenzo[b]thiophene. The structures of the compounds prepared were established by chemical and spectral methods.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 12, pp. 1626–1629, December, 1984.     

Synthesis of aminomethyl derivatives of 3-methyl-4,7-dihydro-3H-imidazo[4,5-d][1,2,3]triazin-4-one

New aminomethyl derivatives of 3-methyl-4,7-dihydro-3H-imidazo[4,5-d][l,2,3]triazin-4-one were synthesized by Mannich reaction. These Mannich bases is also possible to prepare by reaction of 7(5)-hydroxymethyl-3-methyl-4,7(5)dihydro-3H-imidazo[4,5-d][l,2,3]triazin-4-one with amines. The compounds obtained exist in solutions as mixtures of N⁵ and N⁷ isomers, and the fraction of the latter grows with the polarity of the solvent.     

Synthesis and properties of 2-substituted 1-aryl-7,8-dihydro-6H-pyrimido[4,5-b]pyrindine-4-ones

In reaction with acylating agents, 2-aryl-2-methyl-7,8-dihydro-6H-pyrimido[4,5-b]pyrindin-4-ones are acylated at the methyl group and also enter into reaction with diethyl oxalate. 1-Aryl-2-phenacyl-7,8-dihydro-6H-pyrimido[4,5-b]pyrindin-4-ones undergo dehydration under the influence of concentrated sulfuric acid. On the basis of the PMR and UV spectra, it was concluded that 1-aryl-2-acetonyl(phenacyl)-7,8-dihydro-6H-pyrimido[4,5-b]pyrindin-4-ones exist in two tautomeric forms with strong intramolecular hydrogen bonds of the chelate type — enaminocarbonyl and enol.     

Synthesis of 4-aryl-2,6,6-trimethyl-5-oxo-5,6-dihydro-4H-thieno[3,2-b]pyrroles

The method for the synthesis of 4-aryl-2,6,6-trimethyl-5-oxo-5,6-dihydro-4H-thieno[3,2-b]pyrroles from accessible 4-aminothiophene derivatives was developed.