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1,2,3-Triazoles. Part II. 4-Amino-5-aminomethyl-1,2,3-triazoles

Authors: Adrien Albert;

1,2,3-Triazoles. Part II. 4-Amino-5-aminomethyl-1,2,3-triazoles

Abstract

4-Amino-1-(and 2-)methyl-1,2,3-triazole-5-carbonitrile were made by acidic hydrolysis of 4-dimethylaminomethyleneamino-1-(and 2-)methyl-1,2,3-triazole-5-carbonitrile. These amino-nitriles, and also their known 3-methyl- and 3-benzyl-analogues, were hydrogenated to 4-amino-5-aminomethyl-1-methyl-1,2,3-triazole (1a) and its 2- and 3-methyl- and 3-benzyl analogues [(3a), (4a), and (4b), respectively]. Bis-(4-amino-3-benzyl-1,2,3-triazol-5-ylmethyl)amine (5), was obtained as a by-product. Nine N-acyl derivatives are described in which a formyl, acetyl, ethoxycarbonyl, (ethylthio)carbonyl, or ethoxalyl group substitutes the aminomethyl system, also four derivatives in which both amino-groups are monoacylated.N.m.r., u.v., and i.r. data and ionization constants are reported and discussed. An estimate of the electron-attracting strength of the 1,2,3-triazole nucleus places it between benzene and pyrazine.

Keywords

Methylamines, Magnetic Resonance Spectroscopy, Spectrophotometry, Infrared, Acylation, Hydrolysis, Nitriles, Spectrophotometry, Ultraviolet, Triazoles, Oxidation-Reduction

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citations
This is an alternative to the "Influence" indicator, which also reflects the overall/total impact of an article in the research community at large, based on the underlying citation network (diachronically).
BIP!Citations provided by BIP!
popularity
This indicator reflects the "current" impact/attention (the "hype") of an article in the research community at large, based on the underlying citation network.
BIP!Popularity provided by BIP!
influence
This indicator reflects the overall/total impact of an article in the research community at large, based on the underlying citation network (diachronically).
BIP!Influence provided by BIP!
impulse
This indicator reflects the initial momentum of an article directly after its publication, based on the underlying citation network.
BIP!Impulse provided by BIP!
8
Average
Top 10%
Average
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