Synthesis of nitroxylcarbamidophosphoric acid amides

A method for obtaining new organophosphorus nitroxyls was developed based on Kirsanov's phosphazo reaction.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 5, pp. 1139–1141, May, 1990.     

Synthesis of thiophosphoric acid amides

Conclusions The cyclohexylamido- and piperididothiophosphoric acids were obtained for the first time, and also piperazido-N,N-bisthiophosphoric acid as the Na and NH₄ salts.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 10, pp. 2402–2403, October, 1982.     

Tetrahydropyrimidine-5-carboxylic acid amides

2-Oxo-4-aryl-6-methyl-1,2,3,4-tetrahydropyrimidine-5-carboxylic acid amides were obtained by condensation of urea, acetoacetamides, and aromatic aldehydes.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 220–223, February, 1976.     

Synthesis of betulonic acid amides

Betulonic acid amides of interest as potential biologically active compounds were prepared. __________ Translated from Khimiya Prirodnykh Soedinenii, No. 3, pp. 259–264, May–June, 2008.     

Silicon-containing hydroxylapatite nanopowders

Silicon-substituted hydroxylapatite nanopowders containing 0.14–1.4 wt % Si have been synthesized by the heterophase reaction between calcium hydroxide, diammonium hydrogen phosphate, tetraethoxysilane, and water and by precipitation from aqueous solutions of calcium nitrate, diammonium hydrogen phosphate, and tetraethoxysilane. The products have been characterized by specific surface area (S _BET) measurements, X-ray powder diffraction, chemical analysis, and IR spectroscopy. The phase composition of the products depends on the synthesis method. The heterophase reaction yields nanopowders with S _BET = 20–24 m²/g in which the main crystalline phase is silicon-substituted hydroxylapatite. The product synthesized by precipitation from solution has an S _BET of up to 73 m²/g and an increased tricalcium phosphate content, which crystallizes from the amorphous phase during heat treatment.     

Acetals of lactams and acid amides

The reaction of -cyano--dimethylaminocrotonic acid amide with acetals of dimethyl acetamide and N-methylbutyro-, -valero-, and -caprolactams gave enaminoacrylamidines, cyclization of which gave 3-cyano-6-dimethylamino-2-pyridone and the corresponding pyrrolo-,pyrido-, and azepino[2,3-b]pyridine derivatives.See [1] for communication XVIII.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 8, pp. 1106–1109, August, 1977.     

Acetals of lactams and acid amides

7-Dimethylamino-5-hydroxypyrido[2,3-d]pyrimidine and pyrrolo-, pyrido, and azepino [2,3-b]pyrido[2,3-d]pyrimidine derivatives were synthesized by reaction of acetals of amides and lactams with 4-amino-5-carbethoxypyrimidine derivatives and subsequent intramolecular cyclization of the intermediate amidines. The reactions of these compounds with phosphorus oxychloride and their alkylation reactions were studied.See [1] for communication XXVI.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 11, pp. 1549–1554, November, 1978.     

Acetals of lactams and acid amides

The reaction of dimethylformamide diethylacetal with -cyano--dimethylaminoacrylamide proceeds at the NH₂ amide group to give the corresponding acylformamidine, from which 3-cyano-4-dimethylamino-2-pyridone was obtained by thermal cyclization. Pyrrolo-, pyrido-, and azepino-[3,2-c]pyridine derivatives were similarly synthesized from 1-methyl-2-(2-cyano-2-carbamido)-methylenepyrrolidine and the homologous six- and seven-membered enaminoamides.See [1] for communication XVII.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 11, pp. 1509–1512, November, 1976.     

Acetals of lactams and acid amides

It is shown that the alkylation of 1-methyl-6-cyano-1,2,3,4-tetrahydro-1, 8-naphthyrid-7-one under various conditions takes place at the oxygen atom of the oxo group in the 7 position. It was established by UV, IR, and mass spectroscopy that lactim-lactam tautomerism is observed in 6-dimethylamino-2-pyridone, pyrrolo[2,3-b] pyrid-6-one, 1,8-naphthyrid-7-one, and 8-oxopyrido [2,3-b] azepine derivatives. The tautomeric equilibrium constants (K_T) in various solvents were calculated. It is shown that the position of the equilibrium is shifted from the lactam to the lactim form when the polarity of the solvent decreases, when an electron-acceptor CN group is introduced, and when a 6-NR₂ group is included in the ring condensed with the pyridone ring.See [1] for communication XXIV.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 6, pp. 793–797, June, 1977.     

Acetals of lactams and acid amides

Hydrogenated derivatives of indole, quinoline, and 1H,1-benzazepine were synthesized by reaction of 1-methyl-2-benzoylmethylenepyrrolidine, -piperidine, and -hexahydroazepine with acryloyl chloride. Alkylation of 1-methyl-5-oxo-8-benzoyl-1,2,3,4,5,6,7,8-octahydroquinoline with triethyloxonium tetrafluoroborate and subsequent treatment with sodium ethoxide gave the corresponding acetal, the reaction of which with substituted anilines gave 1-methyl-5-arylimino-8-benzoyl-1,2,3,4,5,6,7,8-octahydroquinolines. The IR and PMR spectra of the compounds are presented.See [1] for communication XIX.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1348–1351, October, 1977.     

Acetals of lactams and acid amides

It is shown that acetals of acid amides and lactams undergo condensation at the -CH₃ (or CH₂) groups of enamino esters to give dienediamines, the cyclization of which led to benzene, pyridine, indole, quinoline, and benzazepine derivatives.See [1] for communication XXI.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 11, pp. 1518–1522, November, 1977.     

Acetals of lactams and acid amides

Reaction of N,N-dimethylacetamide and N-methylbutyro-,-valero-, and caprolactam diethylacetals with ethyl -aminocrotonate gave the corresponding cnamidines, through the eyclization of which 2-dimethylamino-6-methyl-4-pyridone, 1,6-dimethyl-4-oxo-2,3,4,7-tetrahydropyrrolo[2,3-b]pyridine, and l,7-dimethyl-5-oxo-1,3,4,5,8-hexahydro-1,8-naphthyridine were synthesized.See [1] for communication XV.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 6, pp. 805–808, June, 1976.     

Acetals of lactams and acid amides

The reaction of acetals of amides and lactams with substituted 2-aminonicotinic acid esters was used to synthesize the corresponding amidines, which undergo cyclization to 1,8-naphthyridine derivatives when they are heated in the presence of acidic or basic catalysts and give pyrido[2,3-d]pyrimidine derivatives on reaction with amines.See [1] for communication XXVIII.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 12, pp. 1671–1676, December, 1978.     

Silicon-containing polyoxadiazoles-synthesis and perspectives

A review is presented on those polymers which contain diphenylsilylene units and 1,3,4-oxadiazole rings either in the main chain or in the pendent groups. The synthesis of silicon-containing monomers as well as of the polyoxadiazoles based on them is described. The properties of these polymers, such as solubility, film forming ability, thermal stability, electrochemical behavior and photoluminescence properties, and their potential applications are discussed.     

Chiral separation of nipecotic acid amides.

1-Decyl-3-(N,N-diethylcarbamoyl)piperidine (1) and alpha,alpha'-bis[3-(N-benzyl-N-methylcarbamoyl)piperidinol]-p-xyle ne (2) represent mono-N-substituted and bis-N-substituted carbamoylpiperidines, or nipecotic acid amides, respectively. Initially, several attempts were made to resolve these compounds using beta-cyclodextrin, cellulose carbamate and Pirkle-type columns. However, the interactions of the stereoisomers of the two compounds with these stationary phases did not differ enough to permit satisfactory separations. Baseline resolution was achieved using an alpha 1-acid glycoprotein (AGP) chiral column. The mobile phase was phosphate buffer (pH 7.0). Tetrabutylammonium (TBA) was used as the cationic modifier and ethanol as the uncharged modifier. Circular dichroism was used to identify the enantiomers. Compound 1 was resolved into positive and negative enantiomers and 2 into positive and negative enantiomers and a meso diastereomer. The influence of pH, buffer ionic strength, cationic and uncharged modifier concentrations on retention, chiral selectivity and resolution were evaluated. Based on the results, it is suggested that both ionic and hydrophobic interactions may be responsible for retention and resolution.