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Nonaqueous diazotization of 5‐amino‐1‐aryl‐1 H ‐pyrazole‐4‐carboxylate esters
Author(s) -
Beck James R.,
Gajewski Robert P.,
Lynch Michael P.,
Wright Fred L.
Publication year - 1987
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.5570240151
Subject(s) - chemistry , reagent , carboxylate , pyrazole , cationic polymerization , aryl , chlorine , alkyl , chloride , organic chemistry , medicinal chemistry
Abstract 5‐Amino‐1‐aryl‐1 H ‐pyrazole‐4‐carboxylate esters are converted to the corresponding desamino, chloro, bromo, iodo, and methylthio esters by processes involving nonaqueous diazotization. Diazotizing agents are alkyl nitrites except in the case of chlorine where nitrosyl chloride is used. Evidence is presented that the latter reagent leads to the formation of cationic rather than radical intermediates.