13468-02-5Relevant articles and documents
The solid state structures of ortho-lithio-β-(N,N-dimethylamino)ethoxybenzene and the corresponding sodium compound: A new type of organolithium tetramer and a first example of an organosodium hexamer
Den Besten, Remco,Lakin, Miles T.,Veldman, Nora,Spek, Anthony L.,Brandsma, Lambert
, p. 191 - 196 (1996)
The crystal structures of ortho-lithio-β-(N,N-dimethylamino)ethoxybenzene (2) and the corresponding sodium compound (3) are presented. 2 displays a new type of organolithium tetramer and 3 is the first example of an organosodium hexamer in the solid state
Mustard Carbonate Analogues as Sustainable Reagents for the Aminoalkylation of Phenols
Annatelli, Mattia,Trapasso, Giacomo,Salaris, Claudio,Salata, Cristiano,Castellano, Sabrina,Aricò, Fabio
supporting information, p. 3459 - 3464 (2021/05/24)
N,N-dialkyl ethylamine moiety can be found in numerous scaffolds of macromolecules, catalysts, and especially pharmaceuticals. Common synthetic procedures for its incorporation in a substrate relies on the use of a nitrogen mustard gas or on multistep syntheses featuring chlorine hazardous/toxic chemistry. Reported herein is a one-pot synthetic approach for the easy introduction of aminoalkyl chain into different phenolic substrates through dialkyl carbonate (β-aminocarbonate) chemistry. This new direct alcohol substitution avoids the use of chlorine chemistry, and it is efficient on numerous pharmacophore scaffolds with good to quantitative yield. The cytotoxicity via MTT of the β-aminocarbonate, key intermediate of this synthetic approach, was also evaluated and compared with its alcohol precursor.
Synthesis and characterization of herbicidal ionic liquids based on (4-chloro-2-methylphenoxy)acetate and phenoxyethylammonium
Ciarka, Kamil,Olszewski, Radoslaw,Praczyk, Tadeusz,Pernak, Juliusz
, p. 3607 - 3615 (2021/03/30)
Ten ionic liquids containing the (4-chloro-2-methylphenoxy)acetate (MCPA) anion and domiphen derived phenoxyethylammonium cation were synthesized. The obtained compounds differed in terms of the substitution of the phenoxyethylammonium group in the ring (the presence of a methyl group in the meta or para positions and the presence of chlorine in the para position) as well as the length of the alkyl chain (from hexyl to tetradecyl). The basic physicochemical properties of the obtained ionic liquids (solubility and thermal stability) were characterized and their structures were confirmed. The herbicidal activity of the compounds was tested under greenhouse conditions using cornflower (Centaurea cyanus L.) as the test plant.