AURORA 5332

Base Information

• Chemical Name: AURORA 5332
• CAS No.: 18600-54-9
• Molecular Formula: C15H11NO2
• Molecular Weight: 237.258
• Hs Code.: 2934999090
• European Community (EC) Number: 653-693-2
• NSC Number: 158478
• DSSTox Substance ID: DTXSID90303476
• Nikkaji Number: J1.272.979K
• Wikidata: Q82048798
• ChEMBL ID: CHEMBL1606422
• Mol file: 18600-54-9.mol

Synonyms:2-(3-methylphenyl)-4H-3,1-benzoxazin-4-one;2-(p-tolyl)-4H-benzo[d][1,3]oxazin-4-one;2-(p-tolyl)-3,1-benzoxazine-4-one;2-(4-methylphenyl)-4H-benzo[d][1,3]oxazin-4-one;2-(4-methylphenyl)benzo[d]1,3-oxazin-4-one;2-p-Tolyl-benzo[d][1,3]oxazin-4-one;2-(2-TRIFLUOROMETHYLPHENOXY)ACETAMIDINE;2-(4-methylphenyl)-4H-3,1-benzoxazine-4-one;

Chemical Property of AURORA 5332

Chemical Property:

• Vapor Pressure: 2.39E-05mmHg at 25°C
• Boiling Point: 359.4°Cat760mmHg
• Flash Point: 162.8°C
• PSA: 43.10000
• Density: 1.2g/cm³
• LogP: 3.16340
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 237.078978594
• Heavy Atom Count: 18
• Complexity: 356

Purity/Quality:

98%,99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C2=NC3=CC=CC=C3C(=O)O2

Technology Process of AURORA 5332

There total 36 articles about AURORA 5332 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: 93.0%

carbon monoxide (201230-82-2) + 2-iodophenylamine (615-43-0) + 4-methyl-benzoyl chloride (874-60-2) → 2-(4-methylphenyl)-4H-3,1-benzoxazin-4-one (18600-54-9)

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: 91.0%

carbon monoxide (201230-82-2) + p-toluoyl-1H-1,2,3-benzotriazole (59046-28-5) → 2-(4-methylphenyl)-4H-3,1-benzoxazin-4-one (18600-54-9)

Guidance literature:

With silver trifluoromethanesulfonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; palladium dichloride; In acetonitrile; at 120 ℃; for 16h; under 15001.5 Torr; Inert atmosphere; Autoclave;

DOI:10.1021/acs.orglett.7b03184

Reference yield: 91.0%

2-Iodobenzoic acid (88-67-5) + para-methylbenzonitrile (104-85-8) → 2-(4-methylphenyl)-4H-3,1-benzoxazin-4-one (18600-54-9)

Guidance literature:

With 1-butyl-3-methylimidazolium hydroxide; In neat (no solvent); for 3h; Green chemistry;

DOI:10.1016/j.tetlet.2014.09.055

upstream raw materials:

2-(4-toluoyl)benzoic acid

4-methyl-benzoyl chloride

anthranilic acid

methyl 2-(4-methylbenzamido)benzoate

Downstream raw materials:

N-p-toluoyl-anthranilic acid anilide

N-(2-carbamoylphenyl)-4-methylbenzamide

2-(4-methylbenzoylamino)benzoylhydrazine

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