AURORA 18392

Base Information

• Chemical Name: AURORA 18392
• CAS No.: 18600-55-0
• Molecular Formula: C15H11NO3
• Molecular Weight: 253.257
• Mol file: 18600-55-0.mol

Synonyms:

Chemical Property of AURORA 18392

Chemical Property:

• PSA: 0.00000
• LogP: 0.00000

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of AURORA 18392

There total 44 articles about AURORA 18392 which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

anthranilic acid (118-92-3,159201-01-1,50816-84-7,80206-34-4,104809-47-4) + 4-methoxy-benzoyl chloride (100-07-2) → 2-(4-methoxyphenyl)-4H-3,1-benzoxazin-4-one (18600-55-0)

Guidance literature:

With pyridine; at 0 - 20 ℃; for 1h;

DOI:10.21608/EJCHEM.2020.28992.2624

Reference yield: 90.0%

carbon monoxide (201230-82-2) + 2-iodophenylamine (615-43-0) + 4-methoxy-benzoyl chloride (100-07-2) → 2-(4-methoxyphenyl)-4H-3,1-benzoxazin-4-one (18600-55-0)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In 2-methyltetrahydrofuran; at 100 ℃; for 24h; under 15001.5 Torr; Autoclave;

DOI:10.1021/acs.joc.0c00887

Reference yield: 90.0%

N-(2-iodophenyl)-4-methoxybenzamide (329939-01-7) + phenyl formate (1864-94-4) → 2-(4-methoxyphenyl)-4H-3,1-benzoxazin-4-one (18600-55-0)

Guidance literature:

With bis(benzonitrile)palladium(II) dichloride; triethylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In toluene; at 80 ℃; for 18h; Inert atmosphere; Schlenk technique;

DOI:10.1002/ejoc.201500109

upstream raw materials:

2-(4-methoxybenzoyl)benzoic acid

isatoic anhydride

ethyl 4-methoxybenzoate

anthranilic acid

Downstream raw materials:

6a-(4-methoxyphenyl)-5H-benzo[4,5][1,3]oxazino[2,3-a]isoindole-5,11(6aH)-dione

3-amino-2-(4-methoxyphenyl)-4(3H)-quinazolinone

2-(4-methoxybenzoylamino)benzoylhydrazine

2-(4-methoxyphenyl)-3,4-dihydro-5H-1,3,4-benzotriazepin-5-one

Refernces

• 1、 Zheng, Yan,Dong, Mengke,Qu, Erdong,Bai, Jin,Wu, Xiao-Feng,Li, Wanfang. "Pd-Catalyzed Carbonylative Synthesis of 4H-Benzo[d][1,3]Oxazin-4-Ones Using Benzene-1,3,5-Triyl Triformate as the CO Source". supporting information. p. 16219 - 16224. Retrieved 2021/10/06.
• 2、 Pieterse, Lianie,Terre'Blanche, Gisella,van der Walt, Mietha M.. "C2-substituted quinazolinone derivatives exhibit A1 and/or A2A adenosine receptor affinities in the low micromolar range". supporting information. . Retrieved 2020/06/08.