Journal of Synthetic Organic Chemistry, Japan
Online ISSN : 1883-6526
Print ISSN : 0037-9980
ISSN-L : 0037-9980
Volume 26, Issue 2
Displaying 1-10 of 10 articles from this issue
  • Yoshio IWAKURA, Aiko NABEYA, Takeshi NISHIGUCHI
    1968 Volume 26 Issue 2 Pages 101-114
    Published: February 01, 1968
    Released on J-STAGE: November 13, 2009
    JOURNAL FREE ACCESS
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  • Akihiro OHTA
    1968 Volume 26 Issue 2 Pages 115-131
    Published: February 01, 1968
    Released on J-STAGE: November 13, 2009
    JOURNAL FREE ACCESS
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  • Synshesis of 19-Norsteroids
    Katsumi TANABE, Ryozo HAYASHI
    1968 Volume 26 Issue 2 Pages 132-150
    Published: February 01, 1968
    Released on J-STAGE: November 13, 2009
    JOURNAL FREE ACCESS
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  • Shigeo TANIMOTO, Sumio SHIMOJO, Ryohei ODA
    1968 Volume 26 Issue 2 Pages 151-154
    Published: February 01, 1968
    Released on J-STAGE: January 22, 2010
    JOURNAL FREE ACCESS
    N-Phenylamines were condensed with o-aminobenzarnide to obtain the following : 2-phenyl-3H-quinazolinone-(4) (Y=61%), 2-(o-tolyl) -311-quinazol inone-(4) (Y=35%), 2-(m-tolyl) -3H-quinazolinone-(4) (Y 51%), 2-(p-tolyl)-3H-qui nazol inone-(4) (Y=61%), 2-benzyl-3H-quinazolinone-(4) (Y=78%), 2-(α-naphthyl)-3H-qui-nazolinone-(4) (Y=39%), 2-(β-naphthyl)-3H-quinazolinone-(4) (Y=72%).
    Analogous reactions of N-phenylamidines with o-aminobenzenesulfamide gave the following : 3-phenyl-2H-1, 2, 4-benzothiadiazine
    1, 1-dioxide(Y=44%), 3-(m-tolyl)-2H-1, 2, 4-benzothiadiazine
    1, 1-dioxide(Y=43%), 3-(p-tolyl)-2H-1, 2, 4-benzothiadiazine
    1, 1-dioxide(Y=26%), 3-(α-naphthyl)-2H-1, 2, 4-benzothiadiazine
    1, 1-dioxide(Y=33%), 3-(β-naphthyl)-2H-1, 2, 4-benzothiadiazine 1, 1-dioxide(Y-36%)
    Similarly, the following compounds were obtained using N-phenylamidines and 3, 4-diaminotoluene : 5-methyl-2-phenylbenzimidazole (Y=87%), 5-methyl-2-(m-tolyl)-benzimidazole (Y-49%), 5-methyl-2-(p-tolyl)-benzimidazole(Y=73%), 2-benzyl-5-methylbenzimidazole (Y=82%), 5-methyl-2-(α-naphthyl)benzimidazole (Y=41%).
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  • Synthesis of Isocoumarin Derivatives. I
    Mitsuo OKAZAKI, Noboru YAGI, Yoshibumi WAKIZAKA
    1968 Volume 26 Issue 2 Pages 155-160
    Published: February 01, 1968
    Released on J-STAGE: November 13, 2009
    JOURNAL FREE ACCESS
    4-, 5-, 6-, and 7-Nitro-3- (α-nitrobenzylidene) phthalides were obtained by the Gabriel's reaction using the corresponding nitro-3-benzylidenephthalides and nitrogen dioxide. The products appeared to consist of two isomeric components. 5-, 6-, and 7-Nitro-3- (α-nitrobenzylidene) phthalides were reacted with hydriodic acid and red phosphorus to obtain 6-, 7-, and 8-amino-3-phenylisocournarins.
    Their fluorescence maxima shifted toward longer wavelength in the order of 7->8->6-amino or acetylamino derivatives. The fluorescence intensities, however, were rated in the following order : 8->7->6-amino or acetylamino derivatives.
    The ultraviolet absorption spectrum and the fluorescence spectrum of 3-phenylisocoumarin were also compared with those of 3-phenylcoumarin and trans-stilbene.
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  • Substitution Reactions on Phenanthrols. III
    Etsuro OTA, Kenji IWAMOTO
    1968 Volume 26 Issue 2 Pages 161-166
    Published: February 01, 1968
    Released on J-STAGE: November 13, 2009
    JOURNAL FREE ACCESS
    In order to gain an insight into the mode of orientation in the electrophilic substitution, bromination of 2-phenanthrol (1) was studied.
    The substitution reaction took place at the 1- and 3-position in a successive manner. Thus the bromination of (1) with one mole of bromine in carbon tetrach-loride or in glacial acetic acid gave 1-bromo-2-phenanthrol (2) almost quantitatively. (1) plus two moles of bromine or (2) plus one mole of bromine gave 1, 3-dibromo-2-phenanthrol (3) when ref luxed in glacial acetic acid. Upon reduction with tin and hydrobromic acid, (3) yielded 3-bromo-2-phenanthrol. The structures of the brornophenanthrols were confirmed by converting them into respective known compounds.
    The relationships between the tic Rf-value and the structure of halogenated phenanthrols were established.
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  • Isao YAMAJI
    1968 Volume 26 Issue 2 Pages 167-172
    Published: February 01, 1968
    Released on J-STAGE: November 13, 2009
    JOURNAL FREE ACCESS
    Magnesium metal was found to react fairly rapidly with halogenobenzenes under sufficiently anhydrous conditions to give soluble organomagnesium compounds in good yields. The organomagnesium compounds so obtained showed empirical formulas whose halogen contents decreased in the order of Cl>Br>I.
    Isoprene was polymerized using the catalyst system composed of the above organomagnesium compounds and titanium tetrachloride. When the molar ratio of organomagnesium compound to titanium tetrachloride (Ar-Mg/Ti) was above 2, high cis-1, 4-polyisoprenes were obtained. At the Ar-Mg/Ti ratio below 2, however, powderly polymers containing cyclic structures were formed in low yields.
    The extent of reduction of titanium tetrachloride with the magnesium components was also determined in relation to the Ar-Mg/Ti ratio.
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  • Masamichi SHIMIZU, Teiichi KANAZAWA
    1968 Volume 26 Issue 2 Pages 173-181
    Published: February 01, 1968
    Released on J-STAGE: January 21, 2010
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  • Minoru IMOTO
    1968 Volume 26 Issue 2 Pages 182-187
    Published: February 01, 1968
    Released on J-STAGE: November 13, 2009
    JOURNAL FREE ACCESS
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  • Tatsuo MOROE
    1968 Volume 26 Issue 2 Pages 188-192
    Published: February 01, 1968
    Released on J-STAGE: November 13, 2009
    JOURNAL FREE ACCESS
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