339553-22-9

Upstream product

• 4692-99-3 6-methyl-1H-benzo[d][1,3]oxazine-2,4-dione 
• 62-53-3 aniline 
• 2941-78-8 2-Amino-5-methylbenzoic acid 
• 608-05-9 5-methyl-indole-2,3-dione 
• 38818-49-4 5-methyl-2-nitrobenzoyl chloride 
• 3113-72-2 5-methyl-2-nitrobenzoic acid 

Downstream Products

• 1454775-15-5 6-methyl-2,3-diphenylquinazolin-4(3H)-one 
• 1593583-15-3 6-methyl-3-phenylquinazolin-4(3H)-one 
• 1429192-33-5 C₂₀H₁₈N₂OS 

Relevant academic research and scientific papers

Visible-light-induced denitrogenative phosphorylation of benzotriazinones: A metal- And additive-free method for accessing: Ortho -phosphorylated benzamide derivatives

Metal-free, visible-light-induced denitrogenative phosphorylation of 1,2,3-benzotriazinones was achieved. With the use of eosin Y as a photoredox catalyst, N,N-diisopropylethylamine as a base, CH3CN-H2O as a solvent and sunlight or a blue LED as a light source, a variety of aryl-phosphonates, aryl-phosphinates, and aryl-phosphine oxides were efficiently prepared. In addition, B2pin2 instead of P-nucleophiles as a radical acceptor was also demonstrated. The key advantages of this newly developed method are the clean reaction profile, use of a low-cost organic-dye catalyst, energy efficiency, broad substrate scope, good to excellent yields and large-scale synthetic applicability. The gram-scale synthesised compounds could be isolated in pure form just upon extraction, followed by re-crystallisation; no tedious chromatographic purification was required.

Mechanistic insights into a catalyst-free method to construct quinazolinones through multiple oxidative cyclization

A novel one-pot benign oxidative cyclization of alcohols with 2-aminobenzamides was successfully developed without catalyst to afford the quinazolinones under O2. This one-pot protocol involved oxidations and cyclizations to construct the skeleton of quinazolinones through possibly three kinds of distinct reaction mechanisms.

Copper-catalyzed radical methylation/C-H amination/oxidation cascade for the synthesis of quinazolinones

A copper-catalyzed radical methylation/sp3 C-H amination/oxidation reaction for the facile synthesis of quinazolinone was developed. In this cascade reaction, dicumyl peroxide acts not only as a useful oxidant but also as an efficient methyl source. Notably, a methyl radical, generated from peroxide, was confirmed by electron paramagnetic resonance for the first time.

Metal-free oxidative synthesis of quinazolinones via dual amination of sp3 C-H bonds

A novel metal-free synthesis of quinazolinones via dual amination of sp3 C-H bonds was developed. The sp3 carbon in methylarenes or adjacent to a heteroatom in DMSO, DMF or DMA was used as the one carbon synthon. This journal is the Partner Organisations 2014.

Structure-activity relationships of substituted benzothiophene-anthranilamide factor Xa inhibitors

Compound 1 was identified by high throughput screening as a novel, potent, non-amidine factor Xa inhibitor with good selectivity against thrombin and trypsin. A series of modifications of the three aromatic groups of 1 was investigated. Substitution of chlorine or bromine for fluorine on the aniline ring led to the discovery of subnanomolar factor Xa inhibitors. Positions on the anthranilic acid ring that can accommodate further substitution were also identified.

ORTHO-ANTHRANILAMIDE DERIVATIVES AS ANTI-COAGULANTS

This invention is directed to compounds of formula (III): STR1 wherein B, C, D, E, R 1, R 2 and R 3 are disclosed herein. These compounds are disclosed as being useful as anti-coagulants.