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A convenient synthesis of diaminoglyoxime and diaminofurazan: Useful precursors for the synthesis of high density energetic materials
Author(s) -
Gunasekaran Ananthakrishnan,
Jayachandran Thiruvalam,
Boyer Joseph H.,
Trudell Mark L.
Publication year - 1995
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.5570320452
Subject(s) - chemistry , potassium hydroxide , hydroxylamine hydrochloride , yield (engineering) , dehydration , derivative (finance) , sodium hydroxide , aqueous solution , hydrochloride , hydroxylamine , potassium , hydroxide , organic chemistry , nuclear chemistry , biochemistry , materials science , economics , financial economics , metallurgy
The reaction of glyoxime ( 4 ) and hydroxylamine hydrochloride in aqueous sodium hydroxide was found to be a safe and inexpensive method for the preparation of multigram quantities of diaminoglyoxime ( 5 ). Potassium hydroxide mediated dehydration of 5 furnished diaminofurazan ( 1 ) in good yield of exceptional purity. The ready availability of 1 and 5 has facilitated the synthesis of new energetic furazan derivative 8 .