Reaction Of Azomethines Research Articles

Phosphorylation of pyridoxal azomethines. Synthesis of phosphorus containing azomethines and furopyridines

New O-phosphorylated pyridoxal derivatives have been synthesized through the reaction of azomethines with РV acid chlorides. 2-Chloro-2-thioxo-5,5-dimethyl-1,3,2-dioxaphosphinanes and diethylchlorothiophosphate have been employed as phosphorylating agents. Regardless of the nature of the phosphorylating agent, the reaction is regioselective at phenolic hydroxyl group. The structure of final products is determined by the nature of the substituent at the nitrogen atom. If R is alkyl or cycloalkyl group, the products of the reaction represent phosphorylated pyridoxal imines, whereas phosphorylated furopyridines are formed in the case R is aryl substituent.

Phosphorus containing pyrydoxal azomethines and alkoxyfuropyridines of salt structure

The reaction of azomethines of pyridoxal or alkoxyfuropyridines with phosphorus acids produces new salt derivatives.

ChemInform Abstract: New Aspects in the Reaction of Azomethines with Cyclic CH-Acidic Compounds.

Treatment of substituted benzylidene anilines1 a – df with cyclic CH-acidic compounds2a–m in ethanol at room temperature yields in additon/elimination reactions the corresponding arylidene derivatives4 and the 2:1 adducts5. The addition products3, which are formed as intermediates, could not be isolated in any case. The donor/acceptor effect of the substituents on the benzylidene moiety influences to a significant extent the reactivity towards the azomethine carbon.

ChemInform Abstract: Synthesis, in vitro Antimicrobial and Cytotoxic Studies of Novel Azetidinone Derivatives.

AbstractA variety of new azetidinone derivatives bearing chromene moiety is synthesized via reaction of azomethines (I) with chloroacetyl chloride.

Synthesis of 2‐Substituted and 2,3‐Disubstituted Quinazolin‐4‐ones Containing a Sterically Hindered Phenol Residue.

AbstractFor Abstract see ChemInform Abstract in Full Text.

Synthesis of 2-Substituted and 2,3-Disubstituted Quinazolin-4-ones Containing a Sterically Hindered Phenol Residue

A series of 2-substituted and 2,3-disubstituted quinazolin-4-ones containing a 3,5-di(tert-butyl)-4-hydroxyphenyl group has been synthesized. They were prepared by the condensation of carboxylic acid imino ester hydrochlorides containing the indicated fragment with ethyl anthranilate and also by the reaction of azomethines, N-acylhydrazones, or the 4-phenylthiosemicarbazone of 3,5-di(tert-butyl)-4-hydroxybenzaldehyde with 2-methyl-4H-2,1-benzoxazin-4-one.

Synthesis of α‐Aminophosphonates under Conditions of Phase‐Transfer Catalysis.

AbstractFor Abstract see ChemInform Abstract in Full Text.

Synthesis of α-Aminophosphonates under Conditions of Phase-transfer Catalysis

An easy preparative synthesis of α-aminophosphonates by reaction of azomethines with diethyl phosphite under conditions of phase-transfer catalysis was developed.

ChemInform Abstract: The Trichloromethyl Group as a Nucleofuge in the Reaction of Azomethines with Amines.

AbstractChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

New aspects in the reaction of azomethines with cyclic CH-acidic compounds

Treatment of substituted benzylidene anilines1 a – df with cyclic CH-acidic compounds2a–m in ethanol at room temperature yields in additon/elimination reactions the corresponding arylidene derivatives4 and the 2:1 adducts5. The addition products3, which are formed as intermediates, could not be isolated in any case. The donor/acceptor effect of the substituents on the benzylidene moiety influences to a significant extent the reactivity towards the azomethine carbon.

ChemInform Abstract: Sulfur Ylides. Part 2. S,N‐Transmethylation During the Reaction of Azomethines with Dimethylethoxycarbonylmethylenesulfurane Under Phase‐Transfer Catalysis.

AbstractThe azomethines (I) react with dimethylethoxycarbonylmethylenesulfurane generated in situ from the sulfonium salt (II) to give the methylthiocyclopropanedicarboxylates (III).

Reactions of Azomethines and Carbon Suboxide

Reactions of Azomethines and Carbon Suboxide

Asymmetric .ALPHA.-substituted phenethylamines. II. The enantioselective synthesis of 1-aryl-2-phenylethylamines from L- and D-amino acids by means of 1,3-asymmetric induction.

Optically pure (1S, 1'S)-1-aryl-N-(1'-alkyl-2'-hydroxyethyl)-2-phenylethylamines (13-21) were synthesized from L-alanine, L-leucine, and L-isoleucine via (S)-2-aminoalkanols (1-3) and (E)-(S)-N-(1-alkyl-2-hydroxyethyl) arylmethylideneamines (4-12). On the other hand, the amines with (1R, 1'R) configuration (33-38) were synthesized from D-amino acids, i.e., D-alanine and D-leucine. The absolute configurations of these amines were confirmed by the aromatic quadrant-sector rule. The asymmetric reactions of chiral azomethines (7-12 and 30-32) with benzylmagnesium chloride were found to be extremely highly stereoselective. However, the reactions of the azomethines (4-6 and 27-29) derived from L- and D-alanine with the Grignard reagent afforded poor stereoselectivity.

ChemInform Abstract: SYNTHESIS AND PROPERTIES OF AZOMETHINES OF THE PYRAN SERIES

AbstractDer Dihydropyranyla1dehyd(I) reagiert mit Aminen (II) zu Azomethinen (III), die in Abhängigkeit von den N‐Substituenten mehr oder weniger leicht dimerisieren.

Synthesis and properties of azomethines of the pyran series

2-Formyl-Δ5-dihydropyran reacts with amines to give azomethines. Δ2-Triazolines are formed in the reaction of azomethines containing aromatic substituents with diazomethane. The structures of the compounds obtained were proved by means of UV and PMR spectroscopy.

Reaction of indole with N-acylimmonium salts in situ

The possibility of direct amidomethylation of indole and some other organic compounds with N-acylimmonium salts formed by reaction of azomethines with acylating agents was observed.

Reaction of azomethines with acyl isocyanates in presence of sulfur dioxide

The reactions of acyl isocyanates with azomethines belong to the class of 1,4-dipolar cycloaddition reactions. Substituted 3-oxo-1,2,4-thiadiazole 1,1-dioxides were obtained as the result of three-component reactions in the presence of SO2.

Reaction of azomethines with acetoacetic ester

The reaction of (benzylidene) (2-naphthyl)amine with acetoacetic ester leads to ethyl 1-methyl-3-phenylbenzo [f]quinoline-2-carboxylate. Some reactions of this compound have been studied.