57761-80-5

Upstream product

• 62-53-3 aniline 
• 610-14-0 2-nitrobenzyl chloride 
• 2385-27-5 N-phenyl-2-nitrobenzamide 

Downstream Products

• 2385-27-5 N-phenyl-2-nitrobenzamide 
• 113035-31-7 Nα-(tert-Butoxycarbonyl)-N-(2-nitrobenzoyl)-N-phenylglycinamid 
• 113035-32-8 Nα-(tert-Butoxycarbonyl)-N-(2-nitrobenzoyl)-N-phenyl-L-alaninamid 
• 849-42-3 2-amino-N,N'-diphenyl-benzamidine 
• 29980-84-5 phenyl-9-(3-phenyl-3H-benzo[d][1,2,3]triazin-4-ylidene)-amine 
• 626-60-8 3-Chloropyridine 
• 16527-88-1 Pyridine 1-oxide hydrochloride 
• 87281-92-3 2-Nitro-N-phenyl-N-pyridin-2-yl-benzamide 
• 976-19-2 2-nitro-N,N'-diphenyl-benzamidine 
• 57761-69-0 5-(2-nitrophenyl)-1-phenyltetrazole 

Relevant academic research and scientific papers

A novel highly stereoselective synthesis of 2,3-disubstituted 3H-quinazoline-4-one derivatives

Figure presented An efficient three-step synthesis of chiral 3H-quinazoline-4-one derivatives from commercial materials is disclosed. The Mumm reaction of imidoyl chloride with α-amino acids followed by reductive cyclization affords enantiomerically pure (ee >93%) quinazoline-4-ones in good overall yield. A comparison with existing approaches indicates that this method is superior for hindered substrates.

Intramolecular Reaction Between Nitro and Carbodi-imide Groups; A New Synthesis of 2-Arylbenzotriazoles

1-(2-Nitrophenyl)-5-phenyltetrazole (5b) decomposes when heated to give nitrogen, carbon dioxide, and 2-phenylbenzotriazole (6) in high yield.This new molecular rearrangement proceeds via 2-nitrophenyl(phenyl)carbodi-imide (8).Other precursors of this carbodi-imide, i.e. oxadiazolone (10), oxadiazolethione (11), oxathiadiazole 2-oxide (12), and the aminimide (16), and carbodi-imide itself, all give 2-phenylbenzotriazole (6) on thermolysis, the last three in high yield.This reaction is general for diarylcarbodi-imides with an ortho nitro group, and their precursors, and it provides a useful new route to 2-arylbenzotriazoles.A sequence of electrocyclic ring closing and opening reactions (Scheme 5) is proposed as the mechanism of this process.The key intermediate, 2-phenyl-1,2,4-benzotriazin-3-one 1-oxide (19) has been isolated from a careful thermolysis of (12) in toluene; in solution it is in reversible equlibrium with the ring-opened form (20).This new nitro-carbodi-imide group interaction has been extended to the more stable nitrobiphenyl(phenyl)carbodi-imide (25) and nitronaphthyl(phenyl)carbodi-imide (24) which, on flash vacuum pyrolysis, give benzimidazophenanthridine (29) and benzindazole 1-oxide (32) respectively, in new rearrangements.