Benzoxiquine

Base Information

• Chemical Name: Benzoxiquine
• CAS No.: 86-75-9
• Molecular Formula: C16H11 N O2
• Molecular Weight: 249.269
• Hs Code.: 2933499090
• European Community (EC) Number: 201-697-6
• NSC Number: 759124,3951
• UNII: GRE0P19C3Z
• DSSTox Substance ID: DTXSID5046069
• Nikkaji Number: J4.264A
• Wikidata: Q27164951
• NCI Thesaurus Code: C77027
• ChEMBL ID: CHEMBL1170610
• Mol file: 86-75-9.mol

Synonyms:8-benzoyloxyquinoline;8-hydroxyquinoline benzoate;8-quinolinol, 8-benzoate;benzoxiquine

Chemical Property of Benzoxiquine

Chemical Property:

• Vapor Pressure: 2.08E-07mmHg at 25°C
• Melting Point: 118-120°
• Refractive Index: 1.5300 (estimate)
• Boiling Point: 424.3 °C at 760 mmHg
• Flash Point: 210.4 °C
• PSA: 39.19000
• Density: 1.245 g/cm³
• LogP: 3.45400
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 249.078978594
• Heavy Atom Count: 19
• Complexity: 312

Purity/Quality:

99.0% ^*data from raw suppliers

8-QUINOLYL BENZOATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=O)OC2=CC=CC3=C2N=CC=C3

Technology Process of Benzoxiquine

There total 4 articles about Benzoxiquine 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: 89.0%

8-quinolinol (148-24-3,24804-14-6) + benzoyl chloride (98-88-4) → Benzoxiquine (86-75-9)

Guidance literature:

With pyridine; for 2h; Heating;

DOI:10.1016/j.bmcl.2010.05.093

Reference yield: 67.0%

8-quinolinol (148-24-3,24804-14-6) + benzaldehyde (100-52-7) → Benzoxiquine (86-75-9)

Guidance literature:

With tert.-butylhydroperoxide; copper diacetate; In water; dimethyl sulfoxide; at 90 ℃; for 10h; Schlenk technique;

DOI:10.1039/c5ob01465d

Reference yield:

benzoic acid (65-85-0,8013-63-6) → Benzoxiquine (86-75-9)

Guidance literature:

Multi-step reaction with 2 steps

1: thionyl chloride / 8 h / 88 °C

2: triethylamine / dichloromethane

With thionyl chloride; triethylamine; In dichloromethane;

DOI:10.1021/acs.inorgchem.7b00653

upstream raw materials:

8-quinolinol

benzoyl chloride

benzaldehyde

benzoic acid

Downstream raw materials:

1-phenyl-propan-1-one

8-quinolinol

benzoic acid

5-benzoyl-8-hydroxy quinoline

Refernces

• 1、 Wang, Yazhen,Yu, Feihu,Han, Xiao,Li, Ming,Tong, Yue,Ding, Jie,Hou, Hongwei. "From Surprising Solvothermal Reaction to Uncommon Zinc(II)-Catalyzed Aromatic C-H Activation Reaction for Direct Nitroquinoline Synthesis". supporting information. p. 5953 - 5958. Retrieved 2017/05/22.
• 2、 Zheng, Yong,Song, Wei-Bin,Xuan, Li-Jiang. "Directing-group-assisted copper-catalyzed oxidative esterification of phenols with aldehydes". . p. 10834 - 10843. Retrieved 2015/11/17.