The Reaction of o-Hydroxy and o-Chlorobenzaldehyde with Ethanolamine

Abstract

Notes 111?2-Phenyl-3-(2-methyl-3,5-dinitrobenzoyl) -butyric Acid.-One gram of the malonic ester adduct was heated under reflux for four hours in a mixture of 10 ml. of glacial acetic acid, 7 ml. of water, and 1.5 ml. of concentrated sulfuric acid. The reaction mixture was then poured into 100 ml. of cold water; the acid precipitated as a brown gum. When this substance was recrystallized from methanol with the use of charcoal, it yielded 2-phenyI-3-(2methyl-3,5-dinitrobenzoyl) -butyric acid (III) as white crystals melting at 137-138°.

The Oxazolidines.

“…The yields were as follows: acetaldehyde, 56 per cent; propionaldehyde, 28 per cent; butyraldehyde, 57 per cent; isobutyraldehyde, 55 per cent; heptaldehyde, 95 per cent; with benzaldehyde, however, only a 10 per cent yield was obtained.…”

Structural Aspects of Photochromism of the Internally H-Bonded Schiff Bases. "A Minimal Chromophore"

“…Till now only complexes of 1 with different metals are known and pure salicylaldimine was not isolated. Therefore we decided to synthesise N-methyl derivative of 1 (2) [9] as the simplest model compound comtaining o-iminomethylphenolic structure, as well as its N-n-butyl analogue, 3 [15].…”

“…145°C/20 mm Hg), yield 11 g (81%). o-(Butyliminomethyl)phenol (salicylidene bulylamine, SBA) [15]. The solution of salicylaldehyde (12.2 g, 0.1 mol) and n-butylamine (7.3 g, 0.1 mol) in benzene (100 ml) was refluxed for 2 hrs using an apparatus for azeotropic distillation.…”

Aluminium Derivatives of Tridentate Bifunctional Schiff Bases Derived from Salicylaldehyde and Benzoylacetone

“…Tertiary butanol was dried over sodium tertiary butoxide. The Schiff bases were prepared by the condensation of salicylaldehyde and benzoylacetone with the amino alcohols by the azeotropic distillation method 7 and the products purified by distilling under reduced pressure. o-Aminophenol was reacted with salicylaldehyde and benzoylacetone in absolute alcohol and the products recrystallized 8 .…”