Borheterocyclen, 2. Mitt.

Zusammenfassung Phenylborsäure bzw. Phenylbordichlorid wurde mit einer Reihe bifunktioneller Ausgangssubstanzen zu fünf- und sechsgliedrigen Borheterocyclen kondensiert, wobei das Boratom einem, zwei oder drei weiteren Heteroatomen im Ring benachbart ist.Herrn Prof. Dr.A. Brukl zum 70. Geburtstag gewidmet.     

Thalidomid-Analoga, 2. Mitt.

Zusammenfassung Unter Hinweis auf die Notwendigkeit der Suche nach neuen Sedativa werden die Vorzüge und unerwünschten Nebenwirkungen des bekannten Schlafmittels Thalidomid (1) kurz dargelegt und einige Ergebnisse früherer Untersuchungen über die Struktur—Wirkungs-Beziehungen bei verschiedenen,1 strukturell nahestehenden Verbindungen diskutiert. In Fortführung dieser Arbeiten wurden weitere Thalidomid-Analoga mit Brücken-Ringsystemen für die pharmakologische Untersuchung systhetisiert.

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Pointing out the necessity of the search for new sedative drugs the advantages and unfavourable side effects of the wellknown hypnotic thalidomide (1) are set forth briefly and some results from previous investigations on the structure-activity relationships in several compounds structurally related to1 are discussed. In continuation of this work further thalidomide analogues with bridged ring systems have been synthesized for the pharmacological evaluation.

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Herrn Prof. Dr.F. Wessely zum 70. Geburtstag gewidmet.

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1. Mitt.:H. Koch undJ. Kotlan, Mh. Chem.97, 1648 (1966).     

An Ab Initio Study of C2H2.H2, C2H2.N2, and C2H2.Ar Complexes

Ab initio calculations at the post Hartree–Fock level were performed on complexes of acetylene with hydrogen, nitrogen, and argon. Total energies, optimum geometries, and binding energies were calculated, using the 6-311G** and the 6-31+G(2df,2pd) basis sets. Calculations showed the complexes to be more stable than the separate entities, with the exception of the acetylene–hydrogen complex.     

Polyfluorobicyclo[2, 2, 2]octanes. Part II. Syntheses of polyfluorobicyclo[2, 2, 2]oct-2-enes from polyfluoro-cyclohexa-1,3-dienes

Diels-Alder reactions between ethylene and octa-, 1$\text{H}$-hepta-, and 1H, 4H-hexa-fluorocyclohexa-1,3-diene gave, respectively, 1,2,3,4,5,5,6,6-octa-, 1,2,3,5,5,6,6-hepta-, and 2,3,5,5,6,6-hexa-fluorobicyclo[2, 2, 2]oct-2-ene, each characterised by oxidation to the corresponding polyfluorocyclohexane-1,4-dicarboxylic acid.     

Vanadinorganische Verbindungen, 2. Mitt.

Ohne Zusammenfassung1. Mitt.: Bundes-Pat. Anm. R 23 693 IV b/12 o vom 15. 7. 1958.Zgl. 12. Mitt. der Reihe Acylderivate cyclischer Verbindungen. 11., 10. und 6. Mitt., Mh. Chem.90, 924, 658, 571 (1959).     

Gas-chromatographische Simultanbestimmung von O2, N2, CO,CO2, N2O,SO2, CH4, C2H4 und C2H6 im ppm-Bereich. I. Mitteilung

Zusammenfassung Die vorliegende Arbeit beschreibt ein neues Verfahren zur gas-chromatographischen Simultananalyse von N₂, O₂, CO, CO₂, N₂O, SO₂, CH₄, C₂H₄ und C₂H₆ im Konzentrations-bereich von 10% bis 10 ppm ohne Voranreicherung. Die temperaturprogrammierte Trennung der Einzelkomponenten erfolgt nach Vorsäulensplitting auf zwei parallel geschalteten Säulen. Zur Emittlung der Retentionszeiten und der Peakflächen werden zwei voneinander unabhängige Ultraschalldetektoren verwendet, deren Analogsignale nach Digitalisierung in einem Mikrocomputer verarbeitet werden. Instrumentierung und chromatographische Einzelheiten werden beschrieben und diskutiert.

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Simultaneous gas chromatographic determination of N₂, O₂, CO, CO₂, N₂O, SO₂, CH₄, C₂H₄ and C₂H₆ at the ppm-level. Part I

Summary A new procedure for the simultaneous determination of N₂, O₂, CO, CO₂, N₂O, SO₂, CH₄, C₂H₄ and C₂H₆ by gas chromatography is described. Concentrations from 10% down to 10 ppm can be determined without preconcentration. After a pre-column splitting the individual compounds of the sample are separated by a uniform temperature program on two different columns in parallel. Detection of the effluents is achieved by two individual ultrasonic detectors, the data from which are processed in a micro-computer. Instrumentation and gas chromatographic details are described and discussed.

     

Diazines. IX. Metalation of 2-chloro, 2-methoxy and 2-pivaloylaminoquinoxaline

The lithiation of 2-chloro, 2-methoxy and 2-pivaloylaminoquinoxaline was studied. In the case of 2-chloro and 2-methoxyquinoxaline the simultaneous formation of dimers could not be avoided. The resulting lithio derivatives were reacted with carbonyl compounds and iodine. Yields in excess of 50% were obtained.     

Synthesen von Chinoxalonderivaten, 2.Mitt.

Zusammenfassung Es wird die Synthese verschiedener Benzo[f]chinoxalone beschrieben.The synthesis of several benzo[f]quinoxalones is described.1. Mitt.:M. Pailer, G. Pruckmayr, H. Zellner undGertraud Zellner, Mh. Chem93, 1005 (1962).     

Synthese von indenothiophenen, 2. Mitt.

The synthesis of 5,6-dihydro-4H-indeno[5,4–b]thiophene (2 b) is described.     

Strukturen von neuenSE-Verbindungen, 2. Mitt.

Zusammenfassung Y₂Zn₁₇, Ho₂Zn₁₇, Er₂Zn₁₇, Yb₂Zn₁₇ und HoZn₁₂ werden aus den metallischen Komponenten durch Sintern hergestellt und kristallchemisch untersucht. Die PhasenSE ₂Zn₁₇ sind isotyp mit Th₂Zn₁₇. HoZn₁₂ kristallisiert im ThMn₁₂-Typ.

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Y₂Zn₁₇, Ho₂Zn₁₇, Er₂Zn₁₇, Yb₂Zn₁₇ and HoZn₁₂ have been prepared from the metallic components by sintering and examined by X-rays. The phasesRE ₂Zn₁₇ are isotypic witch Th₂Zn₁₇. HoZn₁₂ is criystallizing with the ThMn₁₂-type.

     

Heterotricyclodecane IX. 2, 7-Dioxa-isotwistan, 2, 7-Dioxatwistan und 2, 8-Dioxa-homotwistbrendan sowie Derivate

The synthesis of 2, 7-dioxa-isotwistane ( 10 ), 2, 7-dioxa-twistane ( 17 ), and 2, 8-dioxa-homotwistbrendane ( 36 ) and several of their derivatives is described starting from endo-2-hydroxy-9-oxabicyclo[3.3.1]non-6-ene ( 1 ). The 10^O(7)-isotwistane iodide 7 and the corresponding tosylate 15 as well as the 10^O(2)-iodide 9 were treated under reaction conditions suitable for molecular rearrangements involving oxonium ions g and i , respectively, by neighbouring group participation leading to 2, 7-dioxa-twistanes and 2, 8-dioxa-homotwistbrendanes, respectively.     

Synthese von indenothiophenen, 2. Mitt.

The synthesis of 5,6-dihydro-4H-indeno[5,4–b]thiophene (2 b) is described.     

sym-Triazine Derivatives. 2. Synthesis, Properties, and Structure of 2-Oxo-1,2-dihydro-sym-triazines

Previously unreported 2-oxo-1,2-dihydro-sym-triazines have been prepared and their alkylation reactions have been studied. It was found that, independently of the structure and nature of the substituent in positions 4 and 6 of the triazine ring or the structure of the alkyl halide used, the reaction occurs regioselectively at the oxygen atom. The stereostructure of the 2-oxo-1,2-dihydro-sym-triazines was investigated by X-ray analysis and it was shown that they exist as dimers in the crystalline state.     

Zur Chemie der 4-Amino-thiazolin-2-thione, 2. Mitt.

Summary 6-Amino-thiazolo[4,5-c]isothiazole derivatives4 are obtained by addition of hydrogen sulfide to the 4-Amino-thiazoline-5-carbonitrile2 followed by cyclooxidation of the intermediate thioamides3. In the presence of sodium sulfite the hydrolysis of the4-amino-2-methylthio-thiazolium salts5 derived from the title compounds1 yields the4-amino-thiazolin-2-ones6. By their further hydrolysis the 2,4-dioxo-thiazolidin-5-carboxamides8 are formed. The 2-oxo-and 2-thioxo-thiazolo [4,5-d]pyrimidin-7-ones and -thiones available from1 undergo ring opening by hydrolysis to give the substituted 4-amino-6-oxo- and 4-amino-6-thioxo-pyrimidine-5-thiols15a–h and13i–e. They have been isolated as their disulfides14 or 5-alkyl derivativesi.e. the substituted 4-amino-5-alkylthiopyrimidin-6-ones and -thiones16. In analogy, the intermediate 6-amino-7-oxo-thiazolo[4,5-d] pyrimidin-2-thione18 and the 7-amino-thiazolo[4,5-d]-pyrimidin-2-thione24 derived from1 react by ring cleveage to yield the 1,4-and 4,6-diamino-pyrimidin-5-thiole derivatives22 and27, respectively, isolated as their disulfides or alkylthio-derivatives. From the pyrimidine16b the pyrimido[5,4-b]1,4-thiazine derivative18 can be obtained.