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Unsymmetrically substituted furoxans. IIII. Methylnitrofuroxan: Its structure and behavior toward nucleophilie substitution
Author(s) -
Gasco A.,
Mortarini V.,
Ruà G.,
Serafino A.
Publication year - 1973
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.5570100429
Subject(s) - chemistry , furoxan , isomerization , reagent , computational chemistry , nucleophilic substitution , nucleophile , substitution reaction , stereochemistry , organic chemistry , catalysis , nitric oxide
A series of unsymmetrically substituted furoxans have been prepared from methyinitro‐furoxan and a variety of nucleophilic reagents. The nmr study of these compounds and of their parent furazans suggested the structure of 3‐methyl derivatives for all the furoxans synthesized: on this ground the 3‐methyl structure for methylnitrofuroxan was proposed. On heating some 3‐methylfuroxan derivatives, a partial isomerization into the corresponding 4‐methyl isomers occurred.