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Synthesis of Substituted Pyrazole N ‐Oxide and Pyrazole from Propargyl Amine
Author(s) -
Unnava Ramanjaneyulu,
Saikia Anil K.
Publication year - 2016
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201600528
Subject(s) - pyrazole , chemistry , propargyl , amine gas treating , acetic acid , quinoline , sodium nitrite , medicinal chemistry , propargyl alcohol , cinnoline , propargyl bromide , organic chemistry , catalysis
Propargyl amine can be efficiently converted to pyrazole N ‐oxide from the reaction of sodium nitrite in acetic acid catalysed by AgOTf in excellent yields. The pyrazole N ‐oxides can be converted into pyrazole by treatment of phosphorous trichloride in refluxing chloroform. The pyrazole N ‐oxide could be converted to highly substituted 4‐chloropyrazole by treating DMF and POCl 3 . On the other hand, some substituted pyrazole can be converted to pyrazolo[4,3‐ c ]cinnoline and pyrazolo[4,3‐ c ]quinoline.
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