Abstract
Thieno[2′,3′:4,5]pyrimidino[1,2-b][1,2,4,5]tetrazine, [1]benzothieno-[2′,3′:4,5]pyrimidino[1,2-b][1,2,4,5]tetrazine, pyrazolo [3′,4′:4,5]pyrimidino[1,2-b][1,2,4,5]tetrazine, triazolo[4,3-a]pyrimidin-5(1H)-one, 1-{[2-(1-benzofuran-2-yl)-5-phenyl-4,5-dihydro-1H-pyrazol-1-yl]-4-substituted-1,3-thiazol-5-yl}-2-phenyldiazene, 3-acyl-4-(1-benzofuran-2-ylcarbonyl) pyrazole and pyrazolo[3,4-d]pyridazine derivatives could be obtained via reactions of hydrazonoyl halides with the appropriate pyrimidine-2-thione, 3-amino-5,6-dimethyl-2-sulfanylthieno[2,3-d]pyrimidin-4(3H)-one, 5-amino-6-mercapto-1-phenyl-1,5-dihydropyrazolo[3,4-d]pyrimidin-4-one and 1-(benzofuran-2-yl)-3-(dimethylamino)prop-2-en-1-one. Structures of the products have been determined by elemental analyses, spectral data studies and alternative synthesis whenever possible.
References
1.
Part 59:
Abdelhamid A.O.
,
Sayed M.A.
, and
Zaki Y.H.
Phosphorus, Sulfur, Silicon Relat. Elem. , 2007 , in press.
2.
Abdelhamid A.O.
,
Sallam M.M.M.
, and
Amer S.A.
, Heteroatom Chem. , 2001 , 12 , 468 .
3.
Abdelhamid A.O.
,
Zohdi H.F.
, and
Ali N.A.
, Molecules , 2001 , 5 , 961 .
4.
Abdelhamid A.O.
,
Abdelhalim M.M.
, and
Elmegeed G.A.
, J. Heterocycl. Chem. , 2007 , 44 , 7 .
5.
Zohdi H.F.
,
Rateb N.M.
,
Sallam M.M.M.
, and
Abdelhamid A.O.
, J. Chem. Res. , 1998 , (S) 742; (M) 3329.
6.
Abdelhamid A.O.
,
Abdelgawad S.M.
, and
El-Shrarnoby S.F.
, Phosphorus, Sulfur, Silicon Relat. Elem. , 2002 , 177 , 2699 .
7.
Abdelhamid A.O.
, and
Sayed A.R.
Phosphorus, Sulfur, Silicon Relat. Elem. , 2007 , 182 , 1447 .
8.
Lowe P.A.
, in Heterocyclic Chemistry ,
Suschitzky H.
, and
Methcohn; O.
(eds) Chemical Society , London , 1980 , vol. 1 , pp. 119 –139 .
9.
Metzger J.V.
, Comprehensive Heterocyclic Chemistry ,
Katritzky A.R.
, and
Rees C.W.
(eds), Pergamon Press , Oxford , 1984 , vol. 6 , pp. 328 .
10.
Brown H.D.
, US Pat. 3 278 547, 1966; Chem. Abstr., 1966, 65 , 18593.
11.
Singh S.P.
, and
Segal S.
, Indian J. Chem. 1988 , 27B , 941 .
12.
Usui Y.
, Yakugaku Zasshi , 1969 , 89 , 99 ; Chem. Abstr. , 1969, 71 , 69601.
13.
Goursot P.
, and
Westrum E.F.
Jr.
, J. Chem. Eng. Data , 1969 , 14 , 1 .
14.
DiGrandi M.J.
,
Curran K.J.
,
Baum E.Z.
,
Ebernitz G.
,
Ellestad G.A.
,
Ding W.
,
Lang S.A.
,
Rossi M.
, and
Bloom J.D.
Bioorg. Med. Chem. Lett. , 2003 , 13 , 2483 .
15.
Baum E.Z.
,
Ding W.D.
,
Siegel M.M.
,
Halmess J.
,
Bebernitz G.A.
,
Sridharan L.
,
Tabei Ki
,
Krishnamurity G.
,
Garopfiglio T.
,
Grores J.T.
,
Blomm J.D.
,
Digrandi M.
,
Bradley M.
,
Ellestead G.
,
Seddon A.P.
, and
Gluzman I.
Biochemistry , 1996 , 35 , 5847 .
16.
Ram V.J.
, and
Upadhyay D.N.
, Indian J. Chem. , 1999 , 38B , 173 .
17.
Ram V.J.
, and
Singha U.K.
, Eur. J. Med. Chem. , 1990 , 25 , 533 .
18.
Nakamura H.
,
Hosoi Y.H.
, and
Fukawa J.
, JPn Kokai Pat 03, 10, 245 (1991 ); Chem. Abstr. , 1991, 115 , 266657f.
19.
Barthelemey G.
,
Hallot A.
, and
Vallat J.N.
, Fr Pat 2, 549, 834 (1985 ); Chem. Abstr. , 1985, 103 , 71335u.
20.
Tsuda N.
,
Mishina T.
,
Obata M.
,
Araki K.
,
Inui A.
, and
Nakamura T.
, JPn Kokai Pat 61, 227, 584 (1986 ); Chem. Abstr. , 1987, 106 , 176416 m.
21.
Mawad E.B.
,
Yousif M.Y.
, and
Metwaly M.A.
, Pharmazie. 1989 , 44 , 820 .
22.
Khalil Z.H.
,
Abdel Hafez A.A.
, and
Abdo A.A.
, Phosphorus, Sulfur, Silicon Relat. Elem. , 1989 , 45 , 81 .
23.
Sauter F.
, and
Deinhammer W.
Monatsh. Chem. , 1973 , 104 , 1593 .
24.
Modica M.
,
Santagati M.
,
Russo F.
,
Parotti L.
,
De Gioia L.
,
Selvaggini C.
,
Salmona M.
, and
Mennini T.
, J. Med. Chem. , 1977 , 40 , 574 .
25.
Eldean A.M.K.
, and
Geies A.A.
, J. Chem. Res. , 1977 , (S), 352 ; (M) 2264.
26.
Harinadha B.V.
,
Sneha M.S.K.
,
Srinivasan K.K.
, and
Varadaraj B.G.
, Indian J. Chem. , 2004 , 13 , 253 .
27.
Paul R.
,
Hallett W.A.
,
Hanifin J.W.
,
Reich M.F.
,
Johnson B.DE.
,
Lenhard R.H.
,
Dusza J.P.
,
Kerwar S.S.
,
Lin Y-I
,
Pickett W.C.
,
Seifert C.M.
,
Torlery L.W.
,
Tarrant M.E.
, and
Wrenn S.
J. Med. Chem. , 1993 , 36 , 2716 .
28.
Sherif S.M.
,
Youssef M.M.
,
Mobarak K.M.
, and
Abdel-Fattah A.M.
, Tetrahedron , 1993 , 49 , 9561 .
29.
Abdelhamid A.O.
, and
Alkhodshi M.A.M.
, Phosphorus, Sulfur, Silicon Relat. Elemn. , 2005 , 180 , 149 .
30.
Fravel G.
, Bull. Soc. Chim. Fr. , 1904 , 31 , 150 .
31.
Eweiss N.E.
, and
Osman A.
, Tetrahedron Lett. , 1979 , 1169 .
32.
Shawali A.S.
, and
Abdelhamid A.O.
, Bull. Chem. Soc. Jpn. , 1976 , 49 , 321 .
33.
Shawali A.S.
, and
Osman A.
, Tetrahedron. 1971 , 27 , 2517 .
34.
Abdelhamid A.O.
,
Attaby F.A.
, and
Zaki M.Y
, Phosphorus, Sulfur, Silicon Relat. Elem. , 1990 , 53 , 403 .