1918
DOI: 10.1021/ja02241a013
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Glacial Acetic Acid as a Solvent for Prussic Acid. Benzalhydrazinophenylacetonitrile and Some Derivatives.

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Cited by 3 publications
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“…It has occasionally been found advantageous to use instead of the -amino acids their amides (381) or their nitriles (33,37,80,125,152,323,398,443,518 598). A general method for the conversion of substituted -amino nitriles into the corresponding C-5 substituted hydantoins was developed by Read (518); it was found that glacial acetic acid was a good solvent for the reaction of the nitrile with potassium cyanate, and that hydrolysis of the resulting -ureido nitrile and ring closure to the corresponding hydantoin took place when the ureido compound was heated with mineral acid: R \…”
Section: Nh2-hocn Nhconhjmentioning
confidence: 99%
“…It has occasionally been found advantageous to use instead of the -amino acids their amides (381) or their nitriles (33,37,80,125,152,323,398,443,518 598). A general method for the conversion of substituted -amino nitriles into the corresponding C-5 substituted hydantoins was developed by Read (518); it was found that glacial acetic acid was a good solvent for the reaction of the nitrile with potassium cyanate, and that hydrolysis of the resulting -ureido nitrile and ring closure to the corresponding hydantoin took place when the ureido compound was heated with mineral acid: R \…”
Section: Nh2-hocn Nhconhjmentioning
confidence: 99%
“…2 Although α-hydrazinonitriles have been synthesized by substitution of cyanohydrin with phenylhydrazine in ethanol 3 and reduction of N-(cyanomethyl)-N-phenylnitrous amide with zinc in acetic acid, 4 a more general route is the hydrocyanation of substances containing the C=N-N fragment, such as N,N-dialkylhydrazones 5 and N-acylhydrazones. 6 However, these hydrocyanation reactions usually use HCN 7 or KCN 8 as cyanide sources. Clearly, these compounds are highly toxic, unfriendly and unsafe for the environment.…”
mentioning
confidence: 99%