89179-63-5Relevant academic research and scientific papers
A new route to aminodiazines via metalation reaction. Synthesis of an aza analogue of Nevirapine: Diazines XV
Plé, Nelly,Turck, Alain,Couture, Karine,Quéguiner, Guy
, p. 838 - 842 (2007/10/03)
A new route to aminodiazines is reported, the ortho-directed lithiation of diazines is used, followed by reaction with tosyl azide as an electrophile. The reduction of the azido or tetrazolo compounds obtained was achieved and led to the expected amines. This methodology has allowed the synthesis of new aminodiazines and an improvement in the yield of various aminodiazines previously described. This reaction was used for the preparation of an aza analogue of Nevirapine.
Amination of 4-Nitropyridazine 1-Oxides by Liquid Ammonia/Potassium Permanganate
Tondys, Hanna,Plas, Henk C. van der
, p. 621 - 623 (2007/10/02)
Treatment of 4-nitropyridazine 1-oxide (1a) 3-methoxy-6-chloro-4-nitropyridazine 1-oxide (1b) or 3,6-dimethoxy-4-nitropyridazine 1-oxide (1c) with a solution of potassium permanganate in liquid ammonia gives in reasonable-to-good yields the corresponding 5-amino-4-nitropyridazine 1-oxides (75percent, 54percent and 62percent, respectively). 3,6-Dimethoxypyridazine (4a) and 3-methoxypyridazine (4b) are converted into the corresponding 4-aminopyridazines 6a,6b on treatment with potassium amide/liquid ammonia/potassium permanganate (yield 50 and 22percent respectively).In the last-mentioned reacti on besides 6b 3,3'-dimethoxy 4,4'-bipyridazine (7, 23percent) was obtained.It is suggested that the neutral 1:1 ?-adducts formed between (1a-1c) and liquid ammonia and the anionic ?-adducts, formed between (5a-5b) and potassium amide are intermediates in this amino-oxidation reaction.
