Premium
Synthesis and Characterization of Novel 1‐Methyl‐3‐(4‐phenyl‐4 H ‐1,2,4‐triazol‐3‐yl)‐1 H ‐indazole Derivatives
Author(s) -
Hon Kiran S.,
Akolkar Hemantkumar N.,
Karale Bhausaheb K.
Publication year - 2019
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.3545
Subject(s) - chemistry , indazole , 1,2,3 triazole , triazole , stereochemistry , medicinal chemistry , 1,2,4 triazole , raney nickel , catalysis , organic chemistry
A series of novel 1‐methyl‐3‐(4‐phenyl‐4 H ‐1,2,4‐triazol‐3‐yl)‐1 H ‐indazoles was synthesized in three steps from 5‐(1‐methyl‐1 H ‐indazol‐3‐yl)‐4‐phenyl‐2 H ‐1,2,4‐triazole‐3(4 H )‐thiones. 5‐(1‐Methyl‐1 H ‐indazol‐3‐yl)‐4‐phenyl‐2 H ‐1,2,4‐triazole‐3(4 H )‐thiones were converted into 1‐methyl‐3‐(5‐(methylsulfonyl)‐4‐phenyl‐4 H ‐1,2,4‐triazol‐3‐yl)‐1 H ‐indazoles upon methylation followed by treatment with aq. KMnO 4 . The reaction of 1‐methyl‐3‐(5‐(methylsulfonyl)‐4‐phenyl‐4 H ‐1,2,4‐triazol‐3‐yl)‐1 H ‐indazoles with Raney nickel resulted in desulphonylation to afford corresponding 1‐methyl‐3‐(4‐phenyl‐4 H ‐1,2,4‐triazol‐3‐yl)‐1 H ‐indazoles. All the new synthesized compounds were characterized by spectral techniques.