有機合成化学協会誌
Online ISSN : 1883-6526
Print ISSN : 0037-9980
ISSN-L : 0037-9980
ヒダントインおよびグリシンの合成法
アミノ酸の研究 (第2報)
白井 忠桜井 輝勝竹井 征夫
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1971 年 29 巻 12 号 p. 1142-1146

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In the previous paper, the products from formaldehyde by the Bucherer-Bergs synthesis was reported.
In this paper, studies on the reaction about the effects of the reaction compositions and conditions was reported.
Reaction of glycolonitrile and ammonium bicarbonate was studied and the result resembled to that of formaldehyde. When the mixture was refluxed with mineral acid, hydantoin was obtained in a 82% yield.
In the case of formaldehyde the reaction temperature was elevated to give a rather higher yield of glycine. But the yield of glycine was at most 69% by direct heating at 170°C.
It was considered that the driving force of the hydrolysis reaction stemmed from sodium carbonate, the equilibrium of the reaction had to be changed by the removal of the formed carbon dioxide. By this means, glycine was prepared in 86% yield which was as good as ordinary one using 2 moles of sodium hydroxide.

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