82085-89-0

Upstream product

• 5344-90-1 2-Aminobenzyl alcohol 
• 555-16-8 4-nitrobenzaldehdye 

Downstream Products

• 196085-87-7 2-(4-nitro-phenyl)-4H-benzo[d][1,3]oxazine 
• 16063-05-1 2-(4-nitrophenyl)-4H-3,1-benzoxazin-4-one 

Relevant academic research and scientific papers

Simple grinding-induced reactions of 2-aminobenzyl alcohol and benzaldehyde derivatives, a rapid synthetic route to 3,1-benzoxazines

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.

CuCl/DABCO/4-HO-TEMPO-catalyzed aerobic oxidative synthesis of 2-substituted quinazolines and 4 H -3,1-benzoxazines

The Cu/N-ligand/TEMPO catalytic system was first applied to the aerobic oxidative synthesis of heterocycles. As demonstrated, 2-substituted quinazolines and 4H-3,1-benzoxazines were synthesized efficiently from the one-pot reaction of aldehydes with 2-aminobenzylamines and 2-aminobenzyl alcohols, respectively, by employing CuCl/DABCO/4-HO-TEMPO as the catalysts and oxygen as the terminal oxidant.

Synthesis of 3h-quinazolin-4-ones and 4h-3,1-benzoxazin-4-ones via benzylic oxidation and oxidative dehydrogenation using potassium iodide-tert-butyl hydroperoxide

A simple and elegant method for benzylic activation was demonstrated employing the potassium iodide/tert-butyl hydrogen peroxide catalytic system. This methodology was further extended for the synthesis of biologically important heterocycles namely, 3H-quinazolin-4-ones and 4H-3,1-benzoxazin-4-ones including mecloqualone and etaqualone which are important quinazolinone-based drugs used for the treatment of insomnia in good yields.

Highly efficient one-pot synthesis of 2-substituted quinazolines and 4H-benzo[d][1,3]oxazines via cross dehydrogenative coupling using sodium hypochlorite

This communication describes a catalyst-free synthesis of 2-substituted quinazolines and 4H-benzo[d][1,3]oxazines using commericially available sodium hypochlorite as oxidant. Operational simplicity, mild reaction conditions and the ability to construct structurally diverse 2-quinazolines and 2-substituted 4H-benzo[d][1,3]oxazines by this method render it to be a practical alternative for the synthesis of these heterocycles.

Studies on the Benzoxazine Series. 2- Preparation and 1H and 13C NMR Structural Study of Some Substituted 1,2-Dihydro-4H-3,1-benzoxazines

In addition to the parent compounds, nine methyl-substituted 1,2-dihydro-4H-3,1-benzoxazines with and without N-methyl substitution were prepared.The chain tautomer could only be detected in the case of 1,2-dihydro-2-(p-nitrophenyl)-4H-3,1-benzoxazine in

Ring-Chain Tautomerism in 1,3-Oxazines

A comparative study on the ring-chain tautomerism of 49 2-(substituted-phenyl) tetrahydro-1,3-oxazines of seven different types, namely, tetrahydro-1,3-oxazines 3,r-8a,c-2,c-4a- and r-8a,c-2,t-4a-1,3-perhydrobenzoxazines 5 and 7,r-8a,c-2,c-4- and r-8a,c-2,t-4a-1,3-perhydrobenzoxazines 9 and 11, 3,4-dihydro-2H-1,3-benzoxazines 12, and 1,2-dihydro-4H-3,1-benzoxazines 13, pointed out that in all cases the equilibria can be described with a simple equation, log Kx = (0.76 +/- 0.04)?+ + logKX=H where Kx = /(X/H).A factor c illustrating the sum of ster ic and electronic effects of substituents at C-4,C-5, and C-6 has also been introduced

Effect of p-Substitution on the Spectroscopic Properties of 1,2-Dihydro-4H-2-phenyl-3,1-benzoxazines

A series of 1,2-dihydro-4H-2-phenyl-3,1-benzoxazines (I) were obtained by condensation of o-aminobenzyl alcohol and substituted benzaldehyde.The effect of p-substitution on their spectroscopic properties was investigated by uv and mass spectroscopy.