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1. Studies on Pyridazines. X. Reactivity of 3-Hydroxypyridazine 1-Oxides. (2). Halogenation and Nitration of 3-Hydroxypyridazine 1-Oxides

Author

Yoko Kumaki, Toshiko Sekiya, Takashi Tsuchiya, Toshiko Nakai, Hiroshi Igeta, Mutsumi Nakajima, and Tokiyo Nojima

Subjects
inorganic chemicals, Halogenation, General Chemistry, General Medicine, Potassium hydrosulfide, Medicinal chemistry, chemistry.chemical_compound, chemistry, Nitration, Drug Discovery, Electrophile, Polar effect, Nucleophilic substitution, Nitro, Organic chemistry, Reactivity (chemistry)
Abstract

3-Hydroxypyridazine 1-oxide (I) and its methyl homologs (II), (III), and (IV) were submitted to electrophilic substitutions such as nitration and halogenation. Due to the additional polar effect of both N-oxide and hydroxyl groups, introduction of nitro group and halogen in 4-and/or 6-positions was successfully concluded. By heating with potassium hydrosulfide, nucleophilic substitution of the brominated compounds (XXXI and XXXVI) was also carried out, affording mercapto compounds (XXXII and XXXVII).

Published
1969
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