Abstract
A new and rapid solid-state method for the preparation N-aryl-2-phenyl-diazenecarboxamide azo compounds from aryl substituted semicarbazides is reported. With this method, nine diazenecarboxamide compounds have been synthesised in good to excellent yields (89–98%). In addition, this method has the advantages of mild reaction conditions, cheap reagents, simple methodology and short reaction times.
References
1.
Russ H.W.
, and
Tappe H.
, Eur. Pat. Appl. EP. , 1994 , 629 , 667 .
2.
Michael S.
, and
Helvi K.
, Tetrahedron Lett. , 1999 , 40 , 6561 .
3.
Kurihara S.
,
Yoneyama D.
, and
Nonaka T.
, Chem. Mater. , 2001 , 13 , 2807 .
4.
Nakazumi H.
, J. Soc. Dyers and Colourists , 1988 , 104 , 121 .
5.
Liu Z.F.
,
Hashimoto O. K.
, and
Fujishima A.
, Nature , 1990 , 347 , 658 .
6.
Ikeda T.
, and
Tsutsumi O.
, Science , 1995 , 268 , 1873 .
7.
Wang Y.L.
,
Wang X. Y.
,
Li J. P.
,
Ma D. L.
, and
Wang C. L.
, Youji Huaxue , 1998 , 18 , 365 .
8.
Wang Y.L.
,
Wang J. Y.
,
Li J. P.
, Synthetic Commun. , 1996 , 26 , 3579 .
9.
Wang C.L.
,
Wang Y. L.
,
Wang X. Y.
,
Li J. P.
,
Ma D. L.
, and
Wang H.
, Org. Prep. Proced. Int. , 1998 , 30 , 97 .
10.
Wang C.L.
,
Wang Y. L.
,
Zhang S. S.
,
Wang X. Y.
, and
Li J. P.
, Chin. J. Appl. Chem. , 1997 , 14 (6 ), 96 .
11.
Wang X.Y.
,
Wang Y. L.
,
Li J. P.
,
Wang C. L.
, and
Wang H.
, Chin. Chem. Lett. , 1997 , 8 , 473 .
12.
Wang C.L.
,
Wang Y. L.
,
Wang X. Y.
,
Li J. P.
,
Wang H.
, and
Ma D. L.
, Synthetic Commun. , 1997 , 27 , 3723 .
13.
Wang Y.L.
,
Ru C. J.
, and
Li J. P.
, Synthetic Commun. , 1994 , 24 , 1737 .
14.
Toda F.
, Top. Curr. Chem. , 1988 , 149 , 211 .
15.
Rasmussen M.O.
,
Axelsson O.
, and
Tanner D.
, Synth. Commun. , 1997 , 27 , 4027 .
16.
Desiraju G.R.
, Organic Solid State Chemistry , Elsevier Science Publishers : Amsterdam , 1987 , p. 179
