Acetals of lactams and acid amides. 35. Synthesis of condensed two- and three-ring pyridine systems on the basis of enamino amides

The synthesis of 2,3,5,6-tetrahydropyrrolo[3,2-c]pyrid-6-one was accomplished by rearrangement of 8H,1-cyano-8-dimethylaminomethylene-2,5,6,7-tetrahydropyrrolo[1, 2-c]pyrimidine. Pyrrolo[3,2-c]pyrimidine, 1,6-naphthyridine, and pyrimido[4,3-b]-azepine derivatives were synthesized on the basis of enamino dinitriles. The hydrolysis of 8H,1-cyano-8-dimethylaminomethylene-2,5,6,7-tetrahydropyrrolo[1,2-c]-pyrimidine in 50% CH₃COOH leads to a pyrrolo[1,2-c]pyrido[4,3-d]pyrimidine derivative. A similar dipyrido[4,3-d-1,2-c]pyrimidine derivative was obtained from 1-cyano-9-dimethylaminomethylene-2,5,6,7,8,9-hexahydropyrido[1,2-c]pyrimidine under these conditions, and 3,4-dioxo-3,4,7,8,9,10-hexahydropyrido[1,2-c]pyrano[4,3-d]-pyrimidine was synthesized bytreatment with a 1 N solution of HCl.See [1] for Communication 34.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 518–522, April, 1982.     

Two types of kinetics of membrane potential of water plant leaves illuminated by ultraviolet light

The effects of ultraviolet-B (UV-B) radiation on plasma membrane of water plant (Elodea canadensis, Vallisneria spiralis) cells were investigated by using microelectrode methods. A fast and reversible depolarization of membrane potential occurs initially during exposure of leaf cells to UV on a white light background, after which a slow phase of depolarization sets in. On action series, UV is pulsed for 15 s, with dark interval of 3 min, no monotonous response of systems on the UV excitation is observed. The action spectrum of the fast UV response lies in the interval of 300-330 nm and that of the slow phase-in the interval of 280-300 nm. The input impedance of membranes remains unchanged during the period of exposure. It is concluded that the H(+)-extruding complex of plant cell plasma membranes really consists of two types of interrelated electronic H(+)-pumps: an H(+)-pump of redox-active nature and the H(+)-pump of the H(+)-ATPase enzyme complex. Clearly, during the exposure of leaf cells to UV light, initially, the H(+)-pump of redox-active nature and then H(+)-ATPase are inhibited. It is proposed that the initial chromophore of UV-B light on plasma membrane can be one of the components of H(+)-pump of redox-active nature. It is probably the molecular of quinone.     

Reactions of benzothiazole-2-thione and benzothiazole-2-one with acetylene

Reaction of benzothiazole-2-thione and benzothiazole-2-one with acetylene in the presence of potassium hydroxide or cadmium acetate gives 2-vinylthiobenzothiazole and 3-vinylbenzothiazol-2-one, respectively. Benzothiazole-2-thione is partially convened to benzothiazol-2-one by the action of Cd(OAc)₂. Under vinylation conditions the latter also forms 2-vinylthioaniline.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 270–271, February, 1991.     

Stereoselective hydroboration of 5-dimethylaminomethyl-2-methyl-4,5-dihydrofuran: A simple way to (±)-muscarine

Conclusions A fundamentally new scheme was found for the synthesis of (±)-muscarine, in which the required arrangement of all the substituents is achieved in a single step, involving the hydroboration of 5-dimethylaminomethyl-2-methyl-4,5-dihydrofuran.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 6, pp. 1383–1386, June, 1989.     

Carbonylation reaction Communication 11. Carbonylation of amino alcohols and some cyclic amines with carbon monoxide in the presence of mercuric acetate

Conclusions Primary amino alcohols react with CO in the presence of mercuric acetate at 100–200° and a pressure of 100–150 atm to give the corresponding N-(hydroxyalkyl)formamides in a yield of 1.4–2.5 M/M of reacted Hg(OCOCH₂)₃. Morpholine under analogous conditions forms the corresponding formyl derivative and the urea derivative in a 1.2–51 ratio, while cyclohexylamine forms the same derivatives in an 0.7 1 ratio.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 7, pp. 1533–1536, July, 1973.     

Electron-donor-acceptor complexing reagents in the analysis of pesticides. VI

Summary Pesticides may be detected following thin-layer chromatography by spraying the chromatogram with a reagent which forms a-complex with the pesticide. The effect of various pesticide structures and substituents in choosing a suitable-complexing reagent is discussed, as well as the effect of these factors in influencing the colour of the complex formed. Quantitative analyses may be performedin situ on the thin-layer chromatogram and positive identification of the-complexed compounds may be made by mass spectrometry. The procedure should be applicable for formulation analysis or studies of pesticide decomposition.

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Zusammenfassung Zum Nachweis von Pestiziden besprüht man deren Dünnschichtchromatogramme (DC) mit einem zur Bildung eines-Komplexes geeigneten Reagens. Die Bedeutung verschiedener Pestizidstrukturen und -Substituenten bei der Wahl eines solchen Reagens wurde erörtert; ebenso der Einfluß der genannten Faktoren auf die Farbe des Komplexes. Quantitative Bestimmungen lassen sich unmittelbar auf dem DC, Nachweise der einzelnen komplexierten Verbindungen mit Hilfe der Massenspektrometrie durchführen. Das Verfahren eignet sich zur Strukturanalyse sowie zur Untersuchung von Pestizidabbauproblemen.

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Issued as NRCC No. 13120.