![Sample our Physical Sciences journals, sign in here to start your FREE access for 14 days]({"type":"image" , "src" : "/sda/110819/TOC-Subject-Sample-2021-Physical-Sciences.jpg"})
Abstract
Salicylic acid-5-sulfonohydrazide (3) has been condensed with β-dicarbonyl compounds to form pyrazoles (5). With ethyl acetoacetate, tri- and hexafluoropentane-2,4-dione the hydrazones (4) were obtained; although the former did cyclise in the presence of potassium carbonate-magnesium sulfate. With hexane-2,5-dione the pyrrole (7) was formed and not the pyridazine (8). Acylation of salicylic acid-5-and p-acetamidobenzene-sulfonohydrazides was examined; mono-acetates, benzoates and p-toleuenesulfonates and diacetates are described, but other pure diacyl derivatives could not be isolated.
Reaction with succinic and maleic anhydrides gave the corresponding amic acids (9, 10), and their cylisation to pyridazines (11) was examined; only the maleamic acid (10)) was converted to the pyridazine (11). Maleic hydrazide (14) by condensation with p-acetamido-benzenesulfonyl chloride gave the O-sulfonyl pyridazine (15). 5-Chlorosalicylic acid-3-sulfonohydrazide (18) was prepared and characterized as the acetone and cyclohexanone hydrazones (19); but attempts to make aromatic hydrazones gave the azines (20). 5-Chlorosalicylic acid-3-sulfonyl azide (21) reacted with norbornene and triphenylphosphine to give the aziridine (22) and the phosphinimine (23).