An efficient synthesis of 5‐aryl‐4,5‐dihydro‐3‐(5‐methyl‐1‐p‐tolyl‐1H‐1,2,3‐triazol‐4‐yl)‐1‐(4‐phenylthiazol‐2‐yl)pyrazoles

Abstract

Some new target products 5‐aryl‐4,5‐dihydro‐3‐(5‐methyl‐1‐p‐tolyl‐1H‐1,2,3‐triazol‐4‐yl)‐1‐(4‐phenylthiazol‐2‐yl)pyrazoles 5a, 5b, 5c, 5d, 5e, 5f, 5g, 5h, 5i, 5j have been synthesized by reaction of 2‐bromo‐1‐phenylethanone and compounds 4a, 4b, 4c, 4d, 4e, 4f, 4g, 4h, 4i, 4j which were prepared from the combination of thiosemicarbazide and (E)‐3‐aryl‐1‐(5‐methyl‐1‐p‐tolyl‐1H‐1,2,3‐triazol‐4‐yl)‐prop‐2‐en‐1‐ones 3a, 3b, 3c, 3d, 3e, 3f, 3g, 3h, 3i, 3j. All the structures were established by MS, IR, CHN, and 1H NMR spectra data. Synthesis of structure diversity is applied. J. Heterocyclic Chem., (2011).

Synthesis of Some New 1,3,4-Thiadiazole, Thiazole and Pyridine Derivatives Containing 1,2,3-Triazole Moiety

“…Treatment of 3-(5-methyl-1-( p -tolyl)-1 H -1,2,3-triazol-4-yl)-5-phenyl-4,5-dihydro-1 H -pyrazole-1-carbothioamide ( 17 ) [ 24 , 25 ] with the appropriate α-keto-hydrazonoyl halides 3a , c , e , f in ethanolic triethylamine afforded 5-(aryldiazenyl)-4-substituted-2-(3-(5-methyl-1-( p -tolyl)-1 H -1,2,3-triazol-4-yl)-5-phenyl-4,5-dihydro-1 H -1 H -pyrazol-1-yl)-5-(aryldiazenyl)-4-substituted thiazole 20a – d , respectively ( Scheme 4 ). Structures 20a – d were elucidated via elemental analyses, spectral data and alternative synthetic routes.…”

Synthesis and Structural Characterization of Isostructural 4-(4-Aryl)-2-(5-(4-fluorophenyl)-3-(1-(4-fluorophenyl)-5-methyl-1H-1,2,3-triazol-4-yl)-4,5-dihydro-1H-pyrazol-1-yl)thiazoles

“…For the title compounds, the substituents on rings A, D and F are (4: Cl, F and F) and (5: Br, F and F). Crystal structures have also been reported for molecules with other substituents on the same rings, namely (6: Cl, F and Me) [48], (7: H, Cl and Me) [54], (8: Br, F and Me) [55] and (9: H, F and Me) [56]. Molecular conformation in structures 6-9 is similar to that in 4 and 5 since rings A, B, C and E are roughly coplanar, ring F is twisted and ring D is oriented out of the plane.…”