SYNTHESIS AND CHARACTERIZATION OF CARBAZOLE-BASED AZO ACYLHYDRAZONE SCHIFF BASES

Two series of novel azo Schiff bases were synthesized from the condensation reaction of 5-(4-X-phenyl)-azo-salicylaldehyde (X˭H, Cl, NO 2 , CH 3 ) with 4-(N-carbazole methyl) benzhydrazide and N-carbazole acethydrazide, respectively. The 5-(4-X-phenyl)-azo-salicylaldehyde was prepared by diazotizati...

Full description

Saved in:
Bibliographic Details
Published inChemical engineering communications Vol. 200; no. 11; pp. 1503 - 1512
Main Authors Guo, Dong-Cai, Li, Kang-Yun, Li, Yun-Lei, Tan, Hui, Wang, Li-Ying
Format Journal Article
LanguageEnglish
Published Philadelphia Taylor & Francis Group 02.11.2013
Taylor & Francis Ltd
Subjects
Acylhydrazone
Aldehydes
Aniline
Azo
Carbazole
Chemical engineering
Condensation
Derivatives
Diazotization
Electrons
Infrared radiation
Joining
Schiff base
Schiff bases
Synthesis
Temperature
Online AccessGet full text

Cover

More Information
Summary:Two series of novel azo Schiff bases were synthesized from the condensation reaction of 5-(4-X-phenyl)-azo-salicylaldehyde (X˭H, Cl, NO 2 , CH 3 ) with 4-(N-carbazole methyl) benzhydrazide and N-carbazole acethydrazide, respectively. The 5-(4-X-phenyl)-azo-salicylaldehyde was prepared by diazotization reaction of the corresponding aniline derivatives and then the coupling reaction with salicylaldehyde. The Schiff bases as well as their intermediates were characterized by IR, MS, 1 H NMR, and elemental analysis. The synthesis conditions of azo Schiff bases are discussed in detail. The results indicate that temperature and acidity have a great effect on the above two-step reaction and the aniline derivatives containing electron-withdrawing groups are more difficult to be coupled than those containing electron-donating groups.
Bibliography:ObjectType-Article-2
SourceType-Scholarly Journals-1
ObjectType-Feature-1
content type line 23
ObjectType-Article-1
ObjectType-Feature-2
ISSN:0098-6445
1563-5201
DOI:10.1080/00986445.2012.756395