Synthesis and characterization of higher amino acid Schiff bases, as monosodium salts and neutral forms. Investigation of the intramolecular hydrogen bonding in all Schiff bases, antibacterial and antifungal activities of neutral forms

2014 ◽  
Vol 1074 ◽  
pp. 62-70 ◽  
Author(s):  
Özlem Güngör ◽  
Perihan Gürkan
Keyword(s):  
Hydrogen Bonding ◽  
Amino Acid ◽  
Schiff Bases ◽  
Intramolecular Hydrogen Bonding ◽  
Synthesis And Characterization ◽  
Antifungal Activities ◽  
Antibacterial And Antifungal Activities ◽  
Intramolecular Hydrogen ◽  
Antibacterial And Antifungal

Synthesis and characterization of N-Chloro-o-nitroanilines

1976 ◽  
Vol 29 (2) ◽  
pp. 367 ◽  
Author(s):  
KJ Chapman ◽  
LK Dyall
Keyword(s):  
Hydrogen Bonding ◽  
Carbon Tetrachloride ◽  
Infrared Spectra ◽  
Acid Catalysis ◽  
Intramolecular Hydrogen Bonding ◽  
Synthesis And Characterization ◽  
Catalysed Reaction ◽  
Lone Pairs ◽  
Intramolecular Hydrogen

Chlorine(1) oxide in carbon tetrachloride was found to be an effective reagent for N-chlorinating 2-nitroanilines. These N-chloro-2-nitroanilines are sufficiently stable in solution at 20� to be characterized by reduction and by proton n.m.r, and infrared spectra. The infrared N-H stretching frequencies fall near the low value of 3330 cm-1, apparently because of interaction between N-H bond and chlorine lone pairs; there are also effects of intramolecular hydrogen bonding and of conformation. Under acid catalysis, N-chloro-2-nitroaniline rearranges to C-chlorinated 2-nitroanilines, while with alkali it cyclizes to benzofuroxan. The acid-catalysed reaction has the same features as the Orton rearrangement of N-chloroacetanilides.

Sign in / Sign up

Export Citation Format

Share Document