Pharmaceutical Bulletin
Online ISSN : 1881-1345
Print ISSN : 0369-9471
ISSN-L : 0369-9471
Rearrangement of Sulfonamide Derivatives. IV. Rearrangement Reaction of the Sulfonamide Derivatives of Pyridine and Quinoline 1-Oxides.
Takeo NaitoRenzo Dohmori
Author information
JOURNAL FREE ACCESS

1955 Volume 3 Issue 1 Pages 38-42

Details
Abstract
Heating of 1-oxides of 2-(N-acetoacetyl) pyridinesulfonamide, 4-methyl-2-(N-acetoacetyl) pyridinesulfonamide, 4-(N-acetoacetyl) pyridinesulfonamide, and 4-(N-acetoacetyl)-quinolinesulfonamide each in 10% sodium hydroxide at 90∼95°causes rearrangement reaction with liberation of sulfur dioxide to form respectively, 2-pyridineacetic acid, 1-oxides of 4-methyl-2-pyridineacetic acid, 4-pyridineacetic acid, and 4-quiolineacetic acid. These substances were confirmed by their respective decarboxylation and derivation to 2-picoline 1-oxide, 2, 4-lutidine 1-oxide, 4-picoline 1-oxide, and lepidine 1-oxide.
Content from these authors
© The Pharmaceutical Society of Japan
Previous article Next article
feedback
Top