3700-19-4Relevant academic research and scientific papers
A convenient synthesis of N,N-bis(trifluoromethyl)anilines
Hirschberg,Ignat'Ev,Wenda,Frohn,Willner
experimental part, p. 176 - 182 (2012/03/27)
A convenient synthesis of N,N-bis(trifluoromethyl)anilines by means of dediazotation reactions of previously unknown aryldiazoniumbis(trifluoromethyl) imides in the presence of CuI salts are described. Properties and applications of N,N-bis(trifluoromethyl)anilines in syntheses of aromatic compounds containing the (CF3)2N group are presented.
PERFLUOROALKYL DERIVATIVES OF NITROGEN. PART L. SYNTHESIS OF THE AMPHETAMINE 2-AMINO-1-PROPANE
Haszeldine, R. N.,Tipping, A. E.,Valentine, R. H.
, p. 329 - 334 (2007/10/02)
(III) X=Br; (IV) X=CHO (n.c.); (V) X=CH=CMeNO2 (n.c.); (VI) X=CH2CHMeNH2 (n.c.) Treatment of the Grignard reagent derived from the bromo-compound (III) with dimethyl formamide affords the corresponding aldehyde (IV) which undergoes ready condens
Polyfluoroalkyl Derivatives of Nitrogen. Part 48. The Addition of N-Halogenoamines (CF3)2NX to Cyclohexa-1,3- and -1,4-dienes; a New Synthesis of NN-Bistrifluoromethylaniline.
Hart, Terence W.,Haszeldine, Robert N.,Tipping, Anthony E.
, p. 1544 - 1550 (2007/10/02)
Treatment of cyclohexa-1,3-diene with the N-halogenoamines (CF3)2NX (X=Cl or Br) at -78 deg C gives a mixture of the 1:1 adducts, trans- and cis- and trans-; in contrast (CF3)2NI affords the former adduct exclusively.All three amines react with cyclohexa-1,4-diene under analogous conditions to yield the 1:1 adduct trans- only.Dehydrohalogenation of the 1,3-diene adducts (X=Cl or Br) with various bases (KOH powder, PriONa, ButOK) affords a mixture of 1-and 2-(NN-bistrifluoromethylamino)cyclohexa-1,3-diene.The latter diene forms a Diels-Alder adduct with trifluoronitrosomethane and the diene mixture dehydrogenates readily over a Pd-C catalyst at 180-190 deg C to give NN-bistrifluoromethylaniline exclusively in high yield.
