Synthesis and characterization of 4‐aryl‐5‐(1‐aryl‐2‐methyl‐2‐nitropropyl)‐1,2,3‐selenadiazoles

Abstract

The synthesis of a new set of selenadiazoles, 4‐aryl‐5‐(1‐aryl‐2‐methyl‐2‐nitropropyl)‐1,2,3‐selenadiazoles (4) derived from 2‐[4‐methyl‐4‐nitro‐1,3‐diarylpentylidene]‐1‐hydrazinecarboxamide (3) has been reported. THF has been found to be the solvent of choice for this reaction. Structural features of 3 and 4 have been analyzed by NMR and X‐ray techniques.

Synthesis and characterization of 1,2,3-selena/thiadiazoles linked to other heterocyclic units

“…O1 = 150 (2) • ; the * indicates that O1 is at equivalent position (−1/2 + x, 3/2 − y, 1 − z).) thus forming a linear chain as shown in the packing diagram (figure 4), whereas in related semicarbazones [20][21][22], either the hydrogen on NH or that in NH 2 or both hydrogens on NH and NH 2 group of one molecule is involved in hydrogen bonding with the carbonyl oxygen of the other molecule thus forming a closed dimer. Ar The semicarbazones 2 upon selenium dioxide treatment in THF gave the 1,2,3-selenadiazoles 3 with benzimidazole/benzoxazole/benzimidazole unit linked by a heteroatom in moderate yield (table 1).…”

5-[2-Methyl-1-(4-methylphenyl)-2-nitropropyl]-4-phenyl-1,2,3-selenadiazole

“…For related literature see: Mellini & Merlino (1976a,b); Bertini et al (1984); El-Kashef et al (1986); El-Bahaie et al (1990); Kuroda et al (2001); Padmavathi et al (2002); Saravanan et al (2006). A similar compound with a chlorophenyl ring has been reported recently (Gunasekaran et al, 2007).…”

Cyclization of Semicarbazones to 1,2,3-Selenadiazoles By Selenium Dioxide

“…The reaction of ketones (2a-c) with semicarbazide hydrochloride gave the corresponding semicarbazones (3a-c) their IR spectra showed cm -1 at (1695-1699) due to amide (C=O) group, (3410-3456) due to (NH) and (1635-1647) related to (C=N) group, UV spectra showed maximum absorption at 341 nm. The target heterocyclic compounds (4a-c) produced by the treatment of the corresponding semicarbazones (3a-c( with selenium dioxide in dry T.H.F showed IR absorption bands cm -1 at (820-832) due to (C-Se-N) (23) . X=…”