A-Ethylaniline

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. 

More recently, a catalyst-free aqueous version of this strategy was proposed with simple acyclic 1,3-dicarbonyls, formaldehyde, and styrene or anilines derivatives (Scheme 40) [131], In the first case (Scheme 40), the very reactive 2-methylene-1,3-dicarbonyl intermediate reacts smoothly at 80°C with a variety of substituted styrenes to give the corresponding dihydropyrans in moderate to good yields. Remarkably, when styrenes were replaced by A-ethylaniline, a novel five-component reaction involving twofold excess of both formaldehyde and 1,3-dicarbonyl selectively occurred (Scheme 41). The result is the formation of complex fused pyranoquinolines following a Friedel-Craft alkylation - dehydration sequence to furnish the quinoline nucleus, which suffers the Hetero-Diels-Alder cyclization in synthetically useful yields. 

A chiral complex of (1), L1A1H4, and A/-ethylaniline (molar ratio, 1 1 2) reduces aryl alkyl ketones to optically active alcohols in high ee. a, -Unsaturated ketones are reduced enantioselectively to afford optically active (S)-allylic alcohols with 80-98% ee. An intermediate in an anthracyclinone synthesis is prepared in 92% ee by the enantioselective reduction of a cyclic a,p-unsaturated ketone (eq 2). ... 

What products are formed when A/-ethylaniline (CeH5NHCH2CH3) is treated with each reagent ... 

A-Ethylaniline MeCN-TEAP, low current density, low parent concentration A,A -Diethylbenzidine (60-70)... 

A-Ethylaniline 6 M H2SO4, high current density p-Benzoquinone (40) iV,A -Diethylbenzidine (60)... 

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