Reactions with hydrazonoyl halides 65: Synthesis of some new 1,3,4-thiadiazoles and triazolino[4,3-a]pyrimidines containing pyrazole moiety

2,3-Dihydro-1,3,4-thiadiazoles, and triazolino[4,3- a ]pyrimidines containing pyrazole moieties were prepared from the reaction of alkyl 2-[1-(4-cyano-1,5-diphenyl-1 H -pyrazol-3-yl)ethylidene]hydrazinecarbodithioate and pyrimidine-2-thione derivatives with appropriate hydrazonoyl halides. The structures of all the newly synthesized compounds were confirmed by elemental analyses, spectral data, and alternative route of synthesis whenever possible.

[1]  A. Abdelhamid,et al.  Reactions with Hydrazonoyl Halides 63: Synthesis and Anticancer Activity of Some New 1,3,4-Thiadiazoles, 1,3,4-Selenadiazoles, and 1,2,4-Triazolo[4,3-a]pyrimidines , 2010 .

[2]  A. Abdelhamid,et al.  Synthesis of Some New Thiazoles and Pyrazolo[1,5-a]pyrimidines Containing an Antipyrine Moiety , 2010 .

[3]  A. Abdelhamid,et al.  Utility of 4-formylantipyrine in heterocyclic synthesis , 2010 .

[4]  A. Abdelhamid,et al.  Synthesis and Antimicrobial Activity of Some New 5-Arylazothiazole, Pyrazolo[1,5-a] Pyrimidine, [1,2,4]Triazolo[4,3-a]Pyrimidine, and Pyrimido[1,2-a]Benzimidazole Derivatives Containing the Thiazole Moiety , 2010 .

[5]  A. Abdelhamid.  Convenient synthesis of some new pyrazolo[1,5‐a]pyrimidine, pyridine, thieno[2,3‐b]pyridine, and isoxazolo[3,4‐d]pyridazine derivatives containing benzofuran moiety , 2009 .

[6]  A. Abdelhamid,et al.  Synthesis of Some New Thieno[2,3-b]pyridines, Pyrimidino[4′,5′:4,5]thieno[2,3-b]-pyridines, and 2,3-Dihydro-1,3,4-thiadiazoles , 2008 .

[7]  A. Abdelhamid,et al.  Reactions of Hydrazonoyl Halides 54 1 : Synthesis and Reactivity of 3-aza-2-bromo-1-(3-oxo benzo[f]chromen-2-yl-3-(arylamino)prop-2-en-1-one , 2007 .

[8]  A. Gürsoy,et al.  Synthesis and anticancer evaluation of some new hydrazone derivatives of 2,6-dimethylimidazo[2,1-b][1,3,4]thiadiazole-5-carbohydrazide. , 2003, European journal of medicinal chemistry.

[9]  G. Şener,et al.  Synthesis of new 2,5-disubstituted-1,3,4-thiadiazoles and preliminary evaluation of anticonvulsant and antimicrobial activities. , 2002, Bioorganic & medicinal chemistry.

[10]  S. Karakuş,et al.  Synthesis and antituberculosis activity of new N-phenyl-N'-[4-(5-alkyl/arylamino-1,3,4-thiadiazole-2-yl)phenyl]thioureas. , 2002, Farmaco.

[11]  G. Sahin,et al.  Synthesis and anti-inflammatory activity of 1-acylthiosemicarbazides, 1,3,4-oxadiazoles, 1,3,4-thiadiazoles and 1,2,4-triazole-3-thiones. , 2002, Farmaco.

[12]  S. Rollas,,et al.  Synthesis, structure elucidation and antimicrobial activity of some 3-hydroxy-2-naphthoic acid hydrazide derivatives. , 1998, Farmaco.

[13]  A. Abdelhamid,et al.  REACTIONS WITH HYDRAZONOYL HALIDES XVII[l]. SYNTHESIS AND REACTIONS OF 1-BROMO-2-[4-(N-PIPERIDINO-SULFONYL)PHENYL]ETHANEDIONE-1-ARYLHYDRAZONE , 1997 .

[14]  C. Párkányi,et al.  New heterocyclic syntheses from hydrazidoyl halides. Convenient syntheses of fused pyrimidines, pyridazines, and quinazolines , 1984 .

[15]  R. Ganellin.  1980 Award in Medicinal Chemistry: Medicinal chemistry and dynamic structure-activity analysis in the discovery of drugs acting at histamine H2 receptors. , 1981, Journal of medicinal chemistry.

[16]  B. Trost.  .alpha.-Sulfenylated carbonyl compounds in organic synthesis , 1978 .

[17]  P. Welling,et al.  Further studies on the metabolism of tartrazine and related compounds in the intact rat. , 1969, Food and Cosmetics Toxicology.

[18]  H. Stetter,et al.  Über Verbindungen mit Urotropin‐Struktur, XIX. Zur Kenntnis des β‐[Adamantyl‐(1)]‐β‐oxo‐propionsäure‐äthylesters , 1960 .

[19]  A. Ebnöther,et al.  Über neuartige, basisch substituierte Pyrazolon-Derivate. Untersuchungen über synthetische Arzneimittel. 3. Mitteilung† , 1959 .

[20]  H. Rupé.  Ueber einige Derivate der Anthranilsäure , 1897 .