81837-31-2

Upstream product

• 22780-31-0 N-cinnamoylanthranilic acid 
• 541-41-3 chloroformic acid ethyl ester 
• 100-46-9 benzylamine 
• 14371-10-9 (E)-3-phenylpropenal 
• 82082-50-6 N-benzyl-2-bromobenzamide 
• 57152-94-0 (E)-N-benzylcinnamamide 
• 134-20-3 2-carbomethoxyaniline 
• 525-76-8 2-methyl-4-oxo-3,1-benzoxazine 
• 780-25-6 N-benzylidene benzylamine 
• 100-52-7 benzaldehyde 

Relevant academic research and scientific papers

Approach to the Synthesis of 2,3-Disubstituted-3H-quinazolin-4-ones Mediated by Ph3P-I2

Readily available N-substituted amides or their requisite carboxylic acids or acid chlorides have been used to construct 2,3-disubstituted-3H-quinazolin-4-ones in a one-pot procedure. Key transformation in this convergent approach involves Ph3P-I2-mediated formation of amidine upon condensation of an amide or the intermediate amide with methyl anthranilate. Cyclization of the amidine-tethered anthranilate then affords 2,3-disubstituted-3H-quinazolin-4-ones in good to excellent yields under mild conditions.

Rapid assembly of quinazolinone scaffold via copper-catalyzed tandem reaction of 2-bromobenzamides with aldehydes and aqueous ammonia: Application to the synthesis of the alkaloid tryptanthrin

An efficient and practical procedure for the preparation of 2-substituted and 2,3-disubstituted quinazolinones was achieved through copper-catalyzed tandem reaction of 2-bromobenzamides with aldehydes and aqueous ammonia under air. Control experimental results indicated that this tandem reaction is triggered by a copper-catalyzed direct amination of 2-bromobenzamides with aqueous ammonia, followed by cyclocondensation and oxidative aromatization. As an application, this novel methodology provides a concise and practical one-pot route to the synthesis of alkaloid tryptanthrin. This journal is

Condensation of 2-Methyl-3,1-benzoxazin-4-one with Schiff Bases: Simultaneous Introduction of Arylidene and Amine Moieties

2-Methyl-3,1-benzoxazin-4-one (3), generated by cyclising N-acetylanthranilic acid with ethyl chloroformate in benzene containing triethylamine, reacts with schiff bases in situ when heated under reflux in gl. acetic acid to give 3-substituted 2-styryl-3,4-dihydro-4-quinazolones (7).