Keyword Search:


Bookmark and Share

Synthesis and characterization of new 3,4-dihydro-2H-benzo- and naphtho-1,3-oxazine derivatives

Gabbas, A. U. Garin and Ahmad @ Ayob, Mansor and Zainuddin, Norhazlin and Ibrahim, Nor Azowa (2016) Synthesis and characterization of new 3,4-dihydro-2H-benzo- and naphtho-1,3-oxazine derivatives. Asian Journal of Chemistry, 28 (6). pp. 1304-1306. ISSN 0970-7077; ESSN: 0975-427X

[img] PDF (Abstract)
36Kb

Official URL: http://www.asianjournalofchemistry.co.in/user/jour...

Abstract

New 1,3-benzoxazine and naphthoxazine monomers were synthesized using a modified step-wise technique in which formaldehyde was replaced with methylene bromide for ring-closure reaction in the last synthetic step. Salicylaldehyde and 2-hydroxy-1-naphthaldehyde were used as the aromatic aldehydes and 4-fluoroaniline, 4-butylaniline, hexamethylenediamine, p-phenylenediamine and 2-aminothiazole were used as the primary amines. Condensation of the aromatic aldehydes and the aromatic primary amines in absolute ethanol gives imine compounds which on reduction with sodium borohydride in methanol give 2-hydroxybenzylamines/2-hydroxynaphthylamines. Ring-closure reaction between 2-hydroxybenzylamines/2-hydroxynaphthylamines and methylene bromide in absolute ethanol gives the 1,3-benzoxazines and naphthoxazines in good yields. The structures of the new 1,3-benzoxazine and naphthoxazine monomers were confirmed by FT-IR, 1H NMR and 13C NMR spectral analysis, Mass spectroscopy (GC-MS) and elemental analysis. The mass spectrum of the synthesized compounds showed molecular ion peaks centered at m/z 229, 218, 316, 317, 444 and 268 which are equivalent to the molecular weights of the new synthesized compounds a, b, c, d, e and f, respectively. Results of elemental analysis also confirm the calculated result to be in agreement with the experimental result.

Item Type:Article
Keyword:1,3-benzoxazines; 1,3-naphthoxazines; Characterization; Methylene bromide; Modified step-wise process
Faculty or Institute:Faculty of Science
Publisher:Asian Publication Corporation
ID Code:698
Deposited By: Nabilah Mustapa
Deposited On:25 Nov 2008 01:48
Last Modified:20 May 2016 09:59

Repository Staff Only: Edit item detail

Document Download Statistics

This item has been downloaded for since 25 Nov 2008 01:48.

View statistics for "Synthesis and characterization of new 3,4-dihydro-2H-benzo- and naphtho-1,3-oxazine derivatives"