Abstract
3-Amino-4,6-dimethylthieno[2,3-b]pyridine-2-carboxaldehyde was prepared and from it various functionalised thieno[2,3-b:4,5-b‘]dipyridines were synthesised, using the Friedländer and related reactions. Ethyl 2,7,9-trimethylthieno[2,3-b:4,5-b‘]dipyridine-3-carboxylate was transformed into a variety of thieno[2,3-b:4,5-b‘]dipyridine systems with heterocyclic rings attached at C-3 or fused at C2–C3.
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References
1.
Gosteli J.
, and
Warm A.
, Eur. Pat. Appl. EP 360 293 (1990 ) (Chem. Abstr. , 1990, 113 , 97 595).
2.
Baronyi M.
,
Csatari Nagy M.
,
Molnar L.
,
Gajary A.
, and
Alattyani E.
, PCT Int. Appl. WO 9 851 689 (1998) (Chem. Abstr. , 1999 , 130 , 25 057).
3.
Wagner G.
,
Vieweg H.
, and
Leistner S.
, Pharmazie , 1993 , 48 , 576 (Chem. Abstr. , 1994, 120 , 134 330n).
4.
Malicorne G.
,
Bompart J.
,
Giral L.
, and
Despaux E.
, Eur. J. Med. Chem. , 1991 , 26 , 3 .
5.
Kretzschmar E.
,
Laban G.
,
Meisel P.
,
Grupe R.
, and
Kirsten W.
, Ger. (East) DD 272 082 (1989 ) (Chem. Abstr. , 1990 112 , 198 357).
6.
Lösel W.
,
Roos O.
,
Arndts D.
, and
Schingnitz G.
, Ger. Offen. DE: 4 104 257 (1993), (Chem. Abstr. , 1993 , 118 , 6878u ).
7.
Artemov V.A.
,
Ivanov V. L.
,
Rodinovskaya L. A.
,
Shestopalov A. M.
, and
Litvinov V. P.
, Chem. Heterocycl. Compds. (Engl. Transl.), 1996 , 32 , 483 .
8.
Dunn A.D.
, and
Norrie R.
, J. Prakt. Chem. , 1992 , 334 , 483 .
9.
Kamal El-Dean A.M.
,
Geies A. A.
,
El-Kashef H. S.
,
Lancelot J. C.
,
Dallemagene P.
, and
Rault S.
, J. Heterocyclic Chem. , 2000 , 37 , 1521 .
10.
Kamal El-Dean A.M.
,
Geies A. A.
, and
El-Osaily Y. A.
, Phosphorus, Sulfur, Silicon Related Elements , 2006 , 181 , 2013 .
11.
Rageh N.M.
,
Ismail N. M.
, and
Kamal El-Dean A. M.
, Can. J. Anal. Sci. Spectroscopy , 2004 , 49 , 240 .
12.
Kamal El-Dean A.M.
, and
Abdel-Moneam M. E.
, J. Chem. Res. , 23 (2004 ).
13.
Schmidt U.
, and
Kubitzek H.
, Chem. Ber. , 1960 , 93 , 1559 .