N-Ethylaniline

In the previous analysis for the second quadrant amines, there was evidence that the presence of an aromatic ring (BzAM) increased competition with the deactivating intermediate(s) and significantly the amount of DHQ obtained. The study was thus extended to other aromatic amines aniline (AN), 2-ethylaniline (2-ETAN), 3-ethylaniline (3-ETAN) and N-ethylaniline (N-ETAN). These amines are not classified in the literature analysis of amine properties (16), although aniline and pyridine were studied by statistical analysis of their solvent properties and classified in the same sector (16). By analogy, we hypothesize that these model aromatic amines should be classified in the second sector. Thus, they may aid in an understanding of the specific role of the aromatic ring and the effect of an alkyl substituent. 

N-Ethylaniline was alkylated by reaction with benzyl chloride under liquid-liquid PTC conditions in the presence of 30% sodium hydroxide solution and CTAB as a catalyst. Microwave irradiation (25 min) of the reaction mixture in a sealed vessel afforded N-benzyl-N-ethylaniline in 90% yield, compared with 16 h of conventional heating (oil bath) (Eq. 30) [24]. 

Ethylamine, 2-chloro-N,N-dimethyl-, HYDROCHLORIDE, 31, 37 N-methyl-1,2-diphenyl-, 34, 64 N-Ethylaniline, 36, 22 Ethyl benzalmalonate, 37, 5 Ethyl benzoylacetate, 32, 85 37, 3 Ethyl benzoylacetate, 37, 32 Ethyl N-benzylcarbamate, 35, 91 Ethyl 3-benzyl-2-cyano-3-methylpenta-noate, 35, 7... 

N-Methylethylamine has been prepared by heating ethyl-amine with methyl iodide in alcohol at 100° 3 by the hydrolysis of N-methyl-N-ethylarenesulfonamides,4-5 -nitroso-N-methyl-N-ethylaniline,6 or methylethylbenzhydrylidene ammonium iodide 7 by catalytic hydrogenation of ethyl isocyanate or ethyl isocyanide 8 and by the reduction of ethyl isocyanate by lithium aluminum hydride,9 of N-methylacetisoaldoxime by sodium amalgam and acetic acid,10 or of a nitromethane/ethylmagnesium bromide adduct by zinc and hydrochloric acid.11... 

Typically, Cl Basic Red 24 (4-97) has a structure reminiscent of a disperse dye, except that a quaternary ammonium group is carried on the pendant alkyl chain in the coupling component. This coupling component is prepared by reaction of N-ethylaniline with ethylene oxide followed by conversion of the resulting P-hydroxyethyl derivative into the p-... 

Other aromatic nitramines have not found use as practical explosives. Ethyltetryl (232) is prepared from the nitration of 2,4-dinitro-A-ethylaniline, A,A-diethylaniline or N-ethylaniline. Butyltetryl (233) can be synthesized from the nitration of 2,4-dinitro-A-butylaniline, which is attainable from the reaction of n-butylamine with 2,4-dinitrochlorobenzene. 

Figure 5.3 Chromatograms of amines with mobile phases containing (a) water adjusted to pH 3 with HCl and (b) 30 mmol/L l-ethyl-3-methylimidazolium tetra-fluoroborate. Chromatographic conditions C18 column (5 pm, 150 X 4.6 mm ID) rate flow 1.0 mL/min detection at 254 nm. Peaks (1) benzylamine (2) benzidine (3) N,N-dimethylaniline and (4) N-ethylaniline. (Adapted from Xiaohua, X., Liang, Z., Xia, L., and Shengxiang, Anal. Chim. Acta, 519, 207-211, 2004.)...

Ethanolaniline and Derivatives. See ANILINO-E.THANOL AND DERIVATIVES in Vo 1 of Encycl, pp A424 to A429. Its expl derivative 2-(2Jf, 4, 6 -T ri ni tro-N-n i trani lino)- ethanol Nitrate, described on p A425-L, is called j3-(2,4,6-Trinitrophenylnitramino)-ethyl Nitrate in Blatt, OSRD 2014(1944) and code named Pehtryl. Compare with Ethyltetryl, which is described under N-Ethylaniline or N-Ethyl-phenyiamine and Derivatives... 

Note N-Ethylaniline should not be confused with ortho-, meta- and para-Ethyl anilines, C2H5.CdH4.NH2, described here under Ethyl-phenylamines, that are called also Amino-ethylbenzenes... 

Ethylpicramide. See N-Ethyl-2,4,6-trinitroaru-line, under N-Ethylaniline in this Vol... 

N-Ethylaniline and derivs (cont d) N-nitro-N-ethyl-4-nitroaniline 6 E206 trinitro-N-ethylanilines 6 E206... 

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