Use of ultrasound in heterocyclic chemistry (review)

We review literature data on synthesis and conversions of heterocyclic compounds using ultrasonic treatment.We analyze the effect of ultrasound on organic reactions involving participation of heterocyclic compounds.A. N. Kosygin State Technical Academy, Moscow 117918. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 6, pp. 723–755, June 1994. Original article submitted December 22, 1993.     

Synthesis and ring-chain isomerism of acid chlorides and amides of 2-(2-pyridyl and 2-quinolylcarbonyl) benzoic acids

The reaction of 2-(2 pyridytcarbonyl)benzoic acid with thionyl chloride affords an unexpected product of the intramolecular acylation of the pyridine nitrogen atom, namely, 6,11-dioxo-6,11-dihydrobenzo[blquinotizinium chloride. At the same time, 2-(2-quinotylcarbonyl)benzoic acid forms the expected cyclic acid chloride, namely, 3-(2-gitinotyl)-3-chlorophthalide in this reaction. Both compounds acylate ammonia and primary amines, including those with bulky alkyl groups (tert-butyl, 1-adamantyl, and 1,1,3,3-tetramethylbutyl) with the formation of 2-R-3-hydroxy-3-(2pyridyl- or 2-quinolyl)isoindolines. The protonation of the pyridine nitrogen atom of N-(1,1,3,3-tetramethylbutyl)-2-(2pyridylcarbonyl)benzamide, obtained in the open amide form, is accompanied by the closing of the isoindotinone ring; the deprotonation is accompanied by ring opening.Riga Technical University, Riga LV-1048. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 499–504, April, 1994. Original article submitted March 17, 1994.     

Electrohydraulic effect in aqueous-plant heterodisperse systems III. A study of the composition of the solid phase and the aqueous phase

By changing the conditions of the electrohydraulic treatment of aqueous plant heterodisperse systems comparatively high degradation of the lignin component of plant tissue has been achieved. In addition to free monosaccharides, their reduced forms have been detected in the aqueous phase. Institute of the Chemistry of Plant Substances, Academy of Sciences of the Republic of Uzbekistan, Tashkent, fax (3712) 89 14 75. Translated from Khimiya Prirodnykh Soedinenii, No. 6, pp. 795–798, November–December, 1994.     

Electron-impact mass spectra of natural phenylethanoids

The electron-impact mass spectra of a number of phenylpropanoids and iridoid glycosides containing a phenylethanoid fragment in their structure have been studied. This has revealed features of the formation of fragments of 4-hydroxyphenylethyl and 3,4-dihydroxyphenylethyl alcohols and also of fragments of phenylethylamine and indolylethylamine derivatives present in the structures of the compounds investigated.     

Some kinetic features of the hydrolysis of protopectin

Some features of the kinetics of the hydrolysis of apple protopectin have been studied on the basis of an analysis of monosaccharide residues of the pectin substances and determinations of characteristic viscosity. It has been shown that the fine regulation of the physicochemical parameters of the hydrolysis of protopectin leads to the formation of pectin substances with different properties.     

An investigation of the membranotropic properties of the plant toxin thionin isolated fromPyrularia pubera

It has been shown by the ESR of spin probes that thionin initially interacts with with negatively charged membranes electrostatically and then passes into the membranes to a depth comparable with the length of the hydrophobic sections of the protein loops.Institute of Bioorganic Chemistry, Academy of Sciences of the Republic of Uzbekistan, Tashkent. Brigham Young University, Provo, Utah, USA. Translated from Khimiya Prirodnykh Soedinenii, No. 4, pp. 594–597, July–August, 1993.     

Liquid chromatography and mass spectrometry determination of aromatic amines in hydrolysed urine from workers exposed to thermal degradation products of polyurethane

Chromatographia - An LC-MS method is described for the determination of 4,4′-MDA (4,4′-methylene dianiline) in hydrolysed urine as a biomarker for exposure to 4,4′-MDI...