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Abstract
The grinding-induced reactions of 2-aminobenzyl alcohol and benzaldehyde derivatives in the presence of 30 mol% of acetic acid to give 3,1-benzoxazines are described. The reactions were performed at room temperature affording 3,1-benzoxazines in yields above 95% and high purity when benzaldehyde and its chloro and nitro derivatives were used. KEY WORDS: 2-Aminobenzyl alcohol, Benzaldehyde, Acetic acid, 3,1-Benzoxazines Bull. Chem. Soc. Ethiop. 2014, 28(2), 301-304.DOI: http://dx.doi.org/10.4314/bcse.v28i2.14
Highlights
The development of environmentally benign methods for the synthesis of organic compounds has attracted the attention of synthetic chemists due to the increase in ecological concerns
The acetic acid-catalysed reaction of 2-aminobenzyl alcohol 1 and benzaldehyde 2 was considered as the model reaction
Benzoxazine 9 was prepared in 99% yield by grinding pnitrobenzaldehyde 5 and 1
Summary
The development of environmentally benign methods for the synthesis of organic compounds has attracted the attention of synthetic chemists due to the increase in ecological concerns. As part of our broad interest in the chemistry of heterocyclic compounds [10, 11], the quick, environmental safe and clean synthesis of 2-phenyl-3,4-dihydro-3,1-benzoxazine derivatives from 2-aminobenzyl alcohol and benzaldehyde derivatives in the presence of minimal amount of acetic acid under grinding conditions utilizing a mortar and a pestle is described.
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