On the reaction of 2-aminopropionitrile in aqueous media |
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Authors: | Katsuhiro Kawashiro Shigeaki Seno Shigeru Sugiyama Hiromu Hayashi |
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Affiliation: | (1) Department of Chemical Science and Technology, Faculty of Engineering, The University of Tokushima, Minamijosanjima, 770 Tokushima, Japan |
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Abstract: | The reactions of 2- and 3-aminopropionitrile (APN), and 2,2-iminodipropionitrile (IDPN) were carried out in aqueous ammoniacal media. 2-APN was found to give IDPN, N-(1-cyanoethyl)alanine amide, N-(1-cyanoethyl)alanine, N-(1-carbamoylethyl)alanine, 2,2-iminodipropionic acid, alanine amide, and alanine. Compounds of biological significance such as peptides and amino acids other than alanine were not formed. The results were well consistent with those obtained for aminoacetonitrile. IDPN which can be formed easily from 2-APN in aqueous media, also yielded the same products as with 2-APN. On the other hand, 3-APN gave 3-alanine via 3-alanine amide under similar conditions. 3-APN was found to be more stable than 2-APN in aqueous media. |
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