Journal of Synthetic Organic Chemistry, Japan

Summer Seminar “Current Topics in Life Science”

Zen-ichi YOSHIDA

1975Volume 33Issue 1 Pages 1-8
Published: January 01, 1975
Released on J-STAGE: November 13, 2009

DOIhttps://doi.org/10.5059/yukigoseikyokaishi.33.1

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Syntheses and Absolute Configurations of Axially, Planer Dissymmetric Molecules

Masao NAKAZAKI, Koji YAMAMOTO

1975Volume 33Issue 1 Pages 9-23
Published: January 01, 1975
Released on J-STAGE: April 23, 2010

DOIhttps://doi.org/10.5059/yukigoseikyokaishi.33.9

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Convevsion of Penicillins into Desacetoxycephalosporins and Modified β-Lactamttantibiotics

Tkashi KAMIYA

1975Volume 33Issue 1 Pages 24-36
Published: January 01, 1975
Released on J-STAGE: November 13, 2009

DOIhttps://doi.org/10.5059/yukigoseikyokaishi.33.24

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Novel Organic Chemistry Utilizing Molecular Assembly or Molecular Association

Iwao TABUSHI

1975Volume 33Issue 1 Pages 37-51
Published: January 01, 1975
Released on J-STAGE: November 13, 2009

DOIhttps://doi.org/10.5059/yukigoseikyokaishi.33.37

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Synthesis of 2-Hydroxypropylmethacrylates

Eiichi MASUHARA, Nobuo NAKABAYASHI, Keiichi FURUTA

1975Volume 33Issue 1 Pages 52-55
Published: January 01, 1975
Released on J-STAGE: November 13, 2009

DOIhttps://doi.org/10.5059/yukigoseikyokaishi.33.52

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The reaction of glycidyl methacrylate with phenols or of phenyl glycidyl ether with methacrylic acid in the presence of basic catalyst has been studied to prepare pure 2-hydroxy propyl methacrylates without side reaction.
Triethylbenzyl ammonium chloride has been found to be an excellent catalyst, and 2-hydroxy propyl methacrylates were obtained in high yield when the reaction was performed at 85-90°C.
2, 3-Diphenoxy propyl methacrylate, 2 (or 3) -phenoxy propyl-1, 3 (or 1, 2) -dimethacrylate and 3-phenoxy-1, 2-propanediol were identified as by-products when the reaction was carried out in the presence of KOH, LiOH or triethylamine.

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The Thermal Rearrangement of N-Allyl-N-tosylaniline

Seisaku INADA, Shuhei IKADO, Mitsuo OKAZAKI

1975Volume 33Issue 1 Pages 56-60
Published: January 01, 1975
Released on J-STAGE: November 13, 2009

DOIhttps://doi.org/10.5059/yukigoseikyokaishi.33.56

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The use of a small amount of triphenylphosphine in the thermal rearrangement of N-allyl-N-tosylaniline (1) to 2-allyl-N-tosylaniline (2) in N, N-dibutylaniline depressed to a great extent the decomposition of the reaction mixture. Total yields of rearrangement products, which are 2-allyl- and 2- (trans-1-propenyl) -N-tosylaniline, and 2-methyl-1-tosylindoline, wher aised to 85%. The effects of triphenylphosphine toward the suppression of the decomposition were discussed.

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Synthetic Study of Cyanoaminocarbonic Acid Derivatives, Part III

Takayuki SUYAMA, Keijiro ODO

1975Volume 33Issue 1 Pages 61-65
Published: January 01, 1975
Released on J-STAGE: November 13, 2009

DOIhttps://doi.org/10.5059/yukigoseikyokaishi.33.61

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Free acids of cyanoaminocarbonic acid derivatives were observed to be extremely reactive. In this paper, some reactions of methylmercaptocarbonyl-cyanamide (MCC) were investigated.
When an aqueous solution of MCC was allowed to stand at room temperature, di- (methylmercaptocarbonyl) -amide (3) and di- (methylmercaptocarbonyl) -cyanamide (4) were isolated, At elevated temperature MCC was hydrolyzed at the mercaptocarbonyl group to give cyanamide in good yield. On the other hand in the presence of acid the cyano group was selectively hydrated and methylmercapto-carbonyl-urea (5) was obtained. In alcoholic solutions an ester exchainging reaction occurred. The reaction of MCC with aniline was found to proceed stepwise, that is, N-phenyl-N' methylmercaptocarbonyl-guanidine (8) was obtained at room temperature, while N-phenyl-N'-phenylcarbamoyl-guanidine (7) was yielded in hot alcohol. Reaction mechanisms were also discussed in connection with the structure of MCC.

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[title in Japanese]

[in Japanese], [in Japanese]

1975Volume 33Issue 1 Pages 66
Published: January 01, 1975
Released on J-STAGE: January 22, 2010

DOIhttps://doi.org/10.5059/yukigoseikyokaishi.33.66

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