25225-73-4

Upstream product

• 10268-65-2 phenyl 5-chloro-2-hydroxybenzoate 
• 1527-91-9 N-phenylbenzamidine 
• 98-88-4 benzoyl chloride 
• 7120-43-6 5-chlorosalicylamide 
• 860757-12-6 benzoyl-(5-chloro-2-hydroxy-benzoyl)-amine 

Downstream Products

• 860757-12-6 benzoyl-(5-chloro-2-hydroxy-benzoyl)-amine 
• 65-85-0 benzoic acid 
• 7120-43-6 5-chlorosalicylamide 
• 26276-85-7 6-chloro-2-(2-hydroxyphenyl)-4H-benzo[e][1,3]oxazin-4-one 

Relevant academic research and scientific papers

Synthesis of 2-(2-Hydroxyaryl)-4H-benzo[e][1,3]oxazin-4-ones by Palladium-Catalyzed C(sp2)?H Hydroxylation via Electro-chemical Oxidation

An electrochemical direct ortho-hydroxylation of 2-aryl-4H-benzo[e][1,3]oxazin-4-ones was developed with Pd(OAc)2 as catalyst, oxazine ring as a directing group and Oxone as the hydroxylation reagent. A series of hydroxylation products were obtained under mild conditions, and the yields were from medium to good. This method is characterized by good functional group tolerance and a wide range of substrates. More importantly, use anodic oxidation to avoid the use of potentially toxic and polluting oxidants. A gram-scale direct electrochemical hydroxylation of 2-phenyl-4H-benzo[e][1,3]oxazin-4-one was performed, and the hydroxylation product was applied to synthesize the drug deferasirox. In addition, the single crystal of 2-(2-hydroxyphenyl)-4H-benzo[e][1,3]oxazin-4-one was obtained and determined by X-ray diffraction. Finally, the reaction mechanism was proposed and verified by cyclic voltammetry (CV). This protocol also provides an alternative electrochemical hydroxylation methodology for the functionalization of molecules. (Figure presented.).

Synthesis of Some 2-Aryl-1,2,4-triazolobenzoxazin-5-ones as Tools To Define the Essential Pharmacophoric Descriptors of a Benzodiazepine Receptor Ligand

The synthesis and benzodiazepine receptor (BZR) affinity of some 1,2,4-triazolo-benzoxazin-5-ones, 2-22, are reported.Compounds 2-22 are devoid of the proton donor group, which according to a BZR schematic model was one of the pharmacophoric descriptors for receptor-ligand interaction.The binding data show that 2-(2-fluorophenyl)-9-chloro-1,2,4-triazolobenzoxazin-5-one (12) and some other compounds display nanomolar BZR affinity, indicating that the hydrogen donor group is not essential for the anchoring of 6,6,5-tricyclic systems to the BZR but only affects the potency of a ligand.