Journal of Synthetic Organic Chemistry, Japan

Some Problems on the Water-Soluble Polymers

Seishi MACHIDA

1975Volume 33Issue 3 Pages 155-162
Published: March 01, 1975
Released on J-STAGE: November 13, 2009

DOIhttps://doi.org/10.5059/yukigoseikyokaishi.33.155

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Macrocyclic Polyethers

Application to Organic Reactions

Kenji KOGA

1975Volume 33Issue 3 Pages 163-170
Published: March 01, 1975
Released on J-STAGE: November 13, 2009

DOIhttps://doi.org/10.5059/yukigoseikyokaishi.33.163

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Chemistry and Life

Shiro AKABORI

1975Volume 33Issue 3 Pages 171-183
Published: March 01, 1975
Released on J-STAGE: November 13, 2009

DOIhttps://doi.org/10.5059/yukigoseikyokaishi.33.171

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Preparation and Reaction of 1-Thioallophanic Acid S-Methyl Ester

Kokoro IIO, Eiichi ICHIKAWA, Keijiro ODO

1975Volume 33Issue 3 Pages 184-189
Published: March 01, 1975
Released on J-STAGE: November 13, 2009

DOIhttps://doi.org/10.5059/yukigoseikyokaishi.33.184

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The synthesis of 1-thioallophanic acid S-methyl ester (1) and some reactions with amino compounds are investigated.
(1) was obtained by acid hydrolysis of cyanamidedithiocarbonic acid dimethyl ester. (1) was identified as the authentic sample obtained by the acid hydration of methylmercaptocarbonyl cyanamide.
(1) reacted with aliphatic amines to form 1-substituted biurets at room temperature in good yields, but with aniline to form 1-thio-4-phenylallophanic acid S-methyl ester in boiling dioxane.
Guanylbiuret was obtained through the reaction of (1) with free guanidine in aqueous solution at room temperature.
Cyanobiuret (2) was also obtained by the reaction of (1) with cyanamide in the presence of sodium hydroxide. (2) gave ammelide by its ring closure, and gave triuret by acid hydrolysis.
From these results, it was clarified that (1) is useful for synthesis of unstable biuret derivatives.

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The Thermal Rearrangement of N-Allyl-N- (p-Substituted Benzensulfonyl) -1-Naphthylamine

Seisaku INADA, Yasuo TAKAYANAGI, Mitsuo OKAZAKI

1975Volume 33Issue 3 Pages 190-195
Published: March 01, 1975
Released on J-STAGE: November 13, 2009

DOIhttps://doi.org/10.5059/yukigoseikyokaishi.33.190

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The rates of the thermal rearrangement of 10 N-allyl-N- (p-substituted benzenesulfonyl) -1-naphthylaniines (1) to the corresponding 2-allyl derivatives (2) in carbitol have been determined spectrophotometrically. The results are as follows : (a) Electron-withdrawing groups in para position of benzenesulfonyl group promote the rearrangement and electron donating groups retard it. (b) The effect of substituents is so small that the rates vary within only a 4-fold range (K_CN/K_NN₂). (c) The rates can be correlated with substituent constants, σ_P (ρ=+0.432).

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Ethylenation of Allyl Substituted Catechols with Ethylene Chloride

Harushige FUJITA, Masataro YAMASHITA

1975Volume 33Issue 3 Pages 196-197
Published: March 01, 1975
Released on J-STAGE: November 13, 2009

DOIhttps://doi.org/10.5059/yukigoseikyokaishi.33.196

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Ethylenation of 3-allyloxycatechol (1a), 4-allylpyrogallol (1b), 4, 6-diallylpyrogallol (1c), 3-allylcatechol (1d) and 4-allylcatechol (1e) were studied in the non-catalytic heterogeneous reaction system, and the ethylenedioxy derivatives were formed in good yields from cheap ethylene chloride in DMSO as a solvent for short time, whenconcentrations of (1ae) were below 1M.

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Catalysts in Fine Chemical Industry

Industrial Catalytic Reduction

Eishiro TAMATE

1975Volume 33Issue 3 Pages 198-203
Published: March 01, 1975
Released on J-STAGE: November 13, 2009

DOIhttps://doi.org/10.5059/yukigoseikyokaishi.33.198

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