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Methylation of 2,4‐dihydro‐3 H ‐1,2,4‐triazol‐3‐ones. A structural determination of anhydro‐5‐aryl‐1,4‐dimethyl‐3‐hydroxy‐1,2,4‐triazolium hydroxides by two dimensional NMR
Author(s) -
Huber Edward W.,
Kane John M.
Publication year - 1990
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.5570270720
Subject(s) - chemistry , methyl iodide , yield (engineering) , alkylation , hydroxide , methylation , medicinal chemistry , iodide , aryl , organic chemistry , stereochemistry , catalysis , alkyl , materials science , metallurgy , biochemistry , gene
The syntheses of 5‐[3‐( n ‐butoxy)‐4‐methoxyphenyl]‐4‐methyl‐2,4‐dihydro‐3 H ‐1,2,4‐triazol‐3‐one ( 6 ) and 5‐[3‐( n ‐butoxy)‐4‐methoxyphenyl]‐2,4‐dimethyl‐2,4‐dihydro‐3 H ‐1,2,4‐triazol‐3‐one ( 7 ) are reported. The alkylation of 6 with methyl iodide to yield 7 also yields anhydro‐5‐[3‐( n ‐butoxy)‐4‐methoxyphenyl]‐1,4‐dimethyl‐3‐hydroxy‐1,2,4‐triazolium hydroxide ( 8 ). The structures of these products are substantiated using 2D nmr techniques.