Journal of Synthetic Organic Chemistry, Japan
Online ISSN : 1883-6526
Print ISSN : 0037-9980
ISSN-L : 0037-9980
Volume 36, Issue 2
Displaying 1-6 of 6 articles from this issue
  • Kiyoshi SAKAI, Norio NAKAMURA
    1978 Volume 36 Issue 2 Pages 93-106
    Published: February 01, 1978
    Released on J-STAGE: November 13, 2009
    JOURNAL FREE ACCESS
    Advances in Prostaglandin (PG) fields after the discovery of PGG2 and PGH2 are reviewed. Biological activities of PGG2, H2, I2 and TXA2 are briefly explained, and the synthetic studies on these new PGs reviewed. Improvements in the synthesis of primary PGs are also summarized.
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  • Hiromu HAYASHI
    1978 Volume 36 Issue 2 Pages 107-116
    Published: February 01, 1978
    Released on J-STAGE: November 13, 2009
    JOURNAL FREE ACCESS
    A brief survey on the industrial routes to hydrazine via ketazine with recycling of ketone is given. The routes were classified in three groups by oxidizing agents, chlorine, hydrogen peroxide and molecular oxygen. The author's works on the aerial oxidation process are reviewed in some detail covering the following subjects. Synthesis of ketazine in a single-stage from benzophenone, ammonia and molecular oxygen : Effect of pressure and safety. Oxidative coupling of diphenylmethanimine promoted by some monodentate pyridines and cyclic amidines : Formation of ketazine at a lower temperature and active copper-species. Polymer ligand and its application for catalyst recycling : Effect of polymer skeleton on the performance of catalysts and role of polymer ligand as a catalyst reservoir.
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  • Nobuyoshi HARA
    1978 Volume 36 Issue 2 Pages 117-132
    Published: February 01, 1978
    Released on J-STAGE: November 13, 2009
    JOURNAL FREE ACCESS
    Synthetic zeolites or crystalline aluminosilicates were initially applied only to molecular sieving adsorbent and super-desiccant. However, since the acidic property of cation exchanged zeolites was found in 1960, the zeolite has been developed a new application field as an unique catalyst. In this paper, the organic reactions using zeolites, as solid acidic, solid basic, metal loaded, transition metal ionic, and shape selective catalyst, were reviewed.
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  • Iwao OMAE
    1978 Volume 36 Issue 2 Pages 133-145
    Published: February 01, 1978
    Released on J-STAGE: November 13, 2009
    JOURNAL FREE ACCESS
    1, 4-Cyclohexadiene (1, 4-CHD) is easily prepared by the Birch reduction using an alkali metal and a proton source in liquid ammonia or by the electrolytic reduction, and the 1, 4-CHD can be isomerized to 1, 3-CHD and disproportionated to benzene and cyclohexene or cyclohexane. While the addition reaction of one double bond in the 1, 4-CHD occurs easily, the reactivity of the other double bond is lowered. As the disproportionation and the hydrogenation are carried out using the same catalyst, it seems reasonable that the reaction of the 1, 4-CHD with the catalyst forms once a π-complex, the 1, 4-CHD moiety of the π-complex is eliminated as benzene by heating, the remaining catalyst moiety having two hydrogen atoms of the complex reacts with the other 1, 4-CHD molecule to form the hydrogenated π-complex, which gives cyclohexene. The 1, 4-CHD forms the 1, 4-, 1, 3-CHD of phenyl-π- complexes depending upon various kinds of metals of the catalyst, and the mass spectra of the 1, 3-π- complex indicates the presence a metastable ion during the cource from the molecular ion to the dehydrogenated phenyl-π-complex ion. The polymerizability of 1, 4-CHD monomer is low and poly-1, 3-CHD-, polymer of a low molecular weight is formed after the isomerization to 1, 3-CHD in the polymerization. Its oxidation affords diepoxide and tetraol which can be used as polymers and modifiers, and its reaction with metal cyanide and phosgene affords tetracyanoquinodimethane which can be also used as conductive polymers and super conduction materials.
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  • Taisuke ASANO
    1978 Volume 36 Issue 2 Pages 146-155
    Published: February 01, 1978
    Released on J-STAGE: January 21, 2010
    JOURNAL FREE ACCESS
    Production methods of THF (tetrahydrofuran) and γ-BL (γ-butyrolactone) were developed from the utilization of natural product, which were agricultural waste into Reppe process of acetylene chemistry, and further into the next petrochemical process.
    In Japan, THF has been manufactured by the hydrolysis process of 1, 4 dichlorobutene and the hydrogenation process of maleic anhydride, both production processes matching with the growth of petrochemical industry.
    Particularly, the manufacturing process developed by Mitsubishi Petrochemical Co. can hydrogenate maleic anhydride into THF by means of the single stage reactor, and γ-BL can be produced simultaneously in the wide range of γ-BL to THF ratio.
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  • Tomijiro SATO, Masao YOKOTE
    1978 Volume 36 Issue 2 Pages 156-165
    Published: February 01, 1978
    Released on J-STAGE: November 13, 2009
    JOURNAL FREE ACCESS
    In connection with the synthesis of phenalenone disperse dyes, acylaminophenalenones and pyridylcarbonylaminophenalenones were synthesized from 2-amino-6-bromo- and 2-amino-3-bromo-1-phenalenone with substituted benzoyl chlorides or pyridinecarbonyl chlorides, and sulfonylamino- and diacylaminophenalenones were synthesized from 2-amino-6-bromo-1-phenalenone with p-substituted benzenesulfonyl chlorides or aromatic and aliphatic dicarboxylic chlorides. Their visible absorption spectra in ο-dichlorobenzene were measured, and their dyeing and fastness properties as disperse dyes on polyester fiber were evaluated. For 2- (substituted benzoylamino) -6-bromo- and 2- (p-substituted phenylsulfonylamino) -6-bromo-1-phenalenones, the relationship between the wave numbers (ν) corresponding to the absorption maxima (λmax) and Brown-Okamoto σ+ values was more linear than that between ν and Hammett's σ values. Their dyeability of the acyl-, pyridyl- and sulfonylaminophenalenones on polyester fiber were good but those of the diacylaminophenalenones were very poor (aromatic diacylaminophenalenones) or not dyeable (aliphatic diacylaminophenalenones). The colors on the fiber were yellow. Most of the dyed cloth showed good fastness to sublimation. The light fastness was good, except that of 2- (substituted benzoylamino) -3-bromo-1-phenalenones and aromatic diacylaminophenalenones.
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