International Journal of Chemical Studies
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P-ISSN: 2349-8528, E-ISSN: 2321-4902   |   Impact Factor: GIF: 0.565

Vol. 7, Issue 1 (2019)

Facile synthesis and antibacterial evaluation of 2-phenyl-3, 4-dihydro-2h-1, 3-benzoxazine derivatives


Author(s): Kaone Chaka, Ishmael B Masesane and Maitshwarelo I Matsheka

Abstract: A method for the synthesis of 3,4-dihydro-1,3-benzoxazines that involves the neat reaction of salicylaldehyde and benzyl amine to give an imine followed by reduction of the imine to a 2-(aminomethyl) phenol derivative and subsequently cyclisation through a reaction with various benzaldehydes is reported. The highlights of this procedure include the short reaction times, easy work-up methods and the reliance on recrystallization for the purification of the products. The 1, 3-benzoxazines were prepared in yields of 51-75% over the three steps. The prepared 1, 3-benzoxazines showed promising activity against gram negative bacteria Salmonella enterica, and Klebsiella pneumonia as compared to the reference antibiotic gentamycin.

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Fig. 1: .

<strong>(a): </strong>Measured (symbols) and CQESTR predicted (lines) soil organic carbon in the 1 m soil depth for treatments (continuous wheat under no tillage, W–W/NT; wheat–wheat– sorghum ´ sudangrass hybrid under no tillage, W–W–S/NT; wheat–fallow under sweep tillage, W–F/ST; wheat–fallow under moldboard plow tillage, W–F/MP; and continuous chemical fallow, CF), <strong>(b): </strong>Measured (circles) and CQESTR-predicted (lines) soil organic carbon in the 1-m soil depth for continuous winter wheat under no tillage, <strong>(c):</strong> Soil organic carbon of measured (circles) and CQESTR-predicted (lines) in the 1-m soil depth for wheat–fallow under sweep tillage
Fig. 2: (a): Measured (symbols) and CQESTR predicted (lines) soil organic carbon in the 1 m soil depth for treatments (continuous wheat under no tillage, W–W/NT; wheat–wheat– sorghum ´ sudangrass hybrid under no tillage, W–W–S/NT; wheat–fallow under sweep tillage, W–F/ST; wheat–fallow under moldboard plow tillage, W–F/MP; and continuous chemical fallow, CF), (b): Measured (circles) and CQESTR-predicted (lines) soil organic carbon in the 1-m soil depth for continuous winter wheat under no tillage, (c): Soil organic carbon of measured (circles) and CQESTR-predicted (lines) in the 1-m soil depth for wheat–fallow under sweep tillage

<strong>(a):</strong> Mean cereal productivity 1949–1998 correlated with mean cropland soil organic matter content, <strong>(b):</strong> Mean cereal yield variability (%) 1949–1998 against mean cropland soil organic matter content (%)
Fig. 3: (a): Mean cereal productivity 1949–1998 correlated with mean cropland soil organic matter content, (b): Mean cereal yield variability (%) 1949–1998 against mean cropland soil organic matter content (%)

Pages: 1365-1374  |  441 Views  111 Downloads

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How to cite this article:
Kaone Chaka, Ishmael B Masesane, Maitshwarelo I Matsheka. Facile synthesis and antibacterial evaluation of 2-phenyl-3, 4-dihydro-2h-1, 3-benzoxazine derivatives. Int J Chem Stud 2019;7(1):1365-1374.
 

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