Abstract
Highly efficient amination of 1,3,5-trinitrobenzene by a number of simple aliphatic amines to form the corresponding N-alkyl-substituted 3,5-dinitroanilines has been achieved.
References
1.
Li Q.
,
Li T.M.
,
Woods K.W.
,
Gu W.Z.
,
Cohen J.
,
Stoll VS
.,
Galicia T.
,
Hutchins C.
,
Frost D.
,
Rosenberg S.H.
, and
Sham H.L.
, Bioorg. Med. Chem. Lett , 2005 , 15 , 2918 .
2.
Verma M.
,
Singh K.N.
, and
Clercq E.D.
, Heterocycles , 2006 , 68 , 11 .
3.
Piero D.C.
,
Concetta L.R.
, and
Alberto R.
, J. Chem. Res., Synop. , 1988 , 10 , 346 .
4.
Kalkote U.R.
,
Choudhary A.R.
,
Natu A.A.
,
Lahoti R.J.
, and
Ayyangar N.R.
, Synth. Commun. , 1991 , 21 , 1889 .
5.
Dehmlow E.V.
,
Thieser R.
,
Zahalka H.A.
, and
Sasson Y.F.
, Tetrahedron Lett. , 1985 , 26 , 297 .
6.
Gardiner J.M.
,
Loyns C.R.
,
Schwalbe C.H.
,
Barrett G.C.
, and
Lowe P.R.
, Tetrahedron , 1995 , 51 , 4101 .
7.
Shinya N.
,
Seijiro A.
,
Eiji K.
,
Souichirou K.
,
Tetsuro O.
,
Yuzo M.
,
Minoru O.
,
Ken-Ichi S.
, and
Shin-Ichi T.
, Chem. Pharm. Bull , 2001 , 49 , 1420 .
8.
Eldin S.
, and
Jencks W.P.
, J. Am. Chem. Soc. , 1995 , 117 , 4851 .
9.
Shivarkar A.B.
,
Gupte S.P.
, and
Chaudhari R.V.
, J. Mol. Catal. A: Chem. , 2005 , 226 , 49 .
10.
Esakkidurai T.
, and
Pitchumani K.
, J. Mol. Catal. A: Chem. , 2004 , 218 , 197 .
11.
Salvatore R.N.
,
Nagle A.S.
, and
Jung K.W.
, J. Org. Chem. , 2002 , 67 , 674 .
12.
O'Meara J.A.
,
Gardee N.
,
Jung M.
,
Ben R.N.
, and
Durst T.
, J. Org. Chem. , 1998 , 63 , 3177 .
13.
Daszkiewicz Z.
,
Domanski A.
, and
Kyziol J.B.
, Chem. Pap.- Chem. Zvesti , 1993 , 47 , 109 .
14.
Firouzabadi H.
,
Iranpoor N.
, and
Alinezhad H.
, Bull. Chem. Soc. Jpn , 2003 , 76 , 143 .
15.
Roberts J.C.
, and
Selby K.
, J. Chem. Soc. , 1949 , 2785 .