71822-73-6Relevant academic research and scientific papers
Chemoselectivity of 6-Bromo-2-methyl-3,1-benzoxazin-4-one towards Amines, Schiff Bases, and Azines
Derbala
, p. 103 - 110 (1996)
6-Bromo-2-methyl-3,1-benzoxazin-4-one (1) undergoes an unusual cleavage at position 4 when it is allowed to react with o-phenylenediamine or anthranilic acid in dry benzene to give the corresponding compounds 2 5, respectively. The reaction of 1 with Schiff bases and azines results in the formation of the compounds 6a d and 8a, b, respectively. The reaction involves a cleavage of the Schiff base or the azine into its amine and arylidene moieties which are smoothly incorporated into 1 via nucleophilic attack of the amine at position 4 and condensation of the aldehyde with a reactive methyl group, at position 2 respectively. No displacement of the arylidene segment was observed.
Chemoselectivity of 6-Bromo-2-methyl-3,1-benzoxazin-4-one towards amines, schiff bases and azines
Derbala
, p. 288 - 295 (2007/10/03)
6-Bromo-2-methyl-3,1-benzoxazin-4-one (I) undergoes unusual cleavage at position-4 when it is allowed to react with o-phenylenediamine or anthranilic acid in dry benzene to give the corresponding compounds (2-5), respectively. The reaction of (1) with Schiff bases and azines results in the formation of the compounds (6a-d) and (8a & b), respectively. The reaction involves a cleavage of the Schiff base or the azine into its both amine and arylidene moieties which are smoothly incorporated to (1) via nucleophilic attack of the amine at position-4 and condensation of the aldehyde with 2-sub-stituted reactive methyl group, respectively. No displacement of the arylidene segment was observed.
