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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
Author(s) -
Hamad AbdelSattar S.,
Hashem Ahmed I.
Publication year - 2002
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570390634
Subject(s) - chemistry , toluene , aryl , medicinal chemistry , catalysis , stereochemistry , organic chemistry , alkyl
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 .