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Novel synthesis of N-{6-aryl-4-[(E)-2-furylmethylene]-1,2,3,4-tetrahydro-3-oxopyridazin-1 -ylcarbonyl}-p-toluenesulfonamides and N-{5-[(E)-1-aroylmethyl-2-(2-furyl) vinyl]-1,3,4-oxadiazol-2-yl} -p-toluenesulfonamides

✍ Scribed by Abdel-Sattar S. Hamad; Ahmed I. Hashem

Publisher
Journal of Heterocyclic Chemistry
Year
2002
Tongue
English
Weight
34 KB
Volume
39
Category
Article
ISSN
0022-152X

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✦ Synopsis

Abstract

Novel N‐{6‐aryl‐4‐[(E)‐2‐furylmethylene]‐1,2,3,4‐tetrahydro‐3‐oxopyridazin‐1 ‐ylcarbonyl}‐p‐toluene‐sulfonamides 4a‐d were prepared by the reaction of (E)‐2‐aroylmethyl‐3‐(2‐furyl) acrylohydrazides 2a‐d with tosylisocyanate. This has been shown to occur by initial formation of (E)‐2‐aroylmethyl‐3‐(2‐furyl)‐N'‐(tosylaminocarbonyl) acrylohydrazides 3a‐d followed by acid catalyzed cyclization to afford N‐{5‐[(E)‐1‐aroylmethyl‐2‐(2‐furyl)vinyl]‐1,3,4‐oxadiazol‐2‐yl}‐p‐toluenesulfonamides 5a‐d.

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