Quinocetone

Base Information

• Chemical Name: Quinocetone
• CAS No.: 81810-66-4
• Molecular Formula: C18H14N2O3
• Molecular Weight: 306.321
• European Community (EC) Number: 891-845-1
• ChEMBL ID: CHEMBL497740
• Nikkaji Number: J3.345.570D,J2.330.173C
• NSC Number: 621477
• Mol file: 81810-66-4.mol

Synonyms:quinocetone

Chemical Property of Quinocetone

Chemical Property:

• Melting Point: 183-188 °C
• Boiling Point: 576.9±60.0 °C(Predicted)
• PKA: 1.62±0.30(Predicted)
• PSA: 67.99000
• Density: 1.22
• LogP: 3.90130
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly, Heated)
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 306.10044231
• Heavy Atom Count: 23
• Complexity: 547

Purity/Quality:

99% ^*data from raw suppliers

Quinocetone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C([N+](=O)C2=CC=CC=C2N1[O-])C(=O)C=CC3=CC=CC=C3
• Isomeric SMILES: CC1=C([N+](=O)C2=CC=CC=C2N1[O-])C(=O)/C=C/C3=CC=CC=C3
• Description: Quinocetone is a novel veterinary chemicals that is also bacteriocide and potential anti-tumor agent.
• Uses: Quinocetone can be used as analyte in analytical study for multi-residue determination of 210 drugs in pork by ultra-high-performance liquid chromatography-tandem mass spectrometry. Bacteriocide and potential anti-tumor agent.

Technology Process of Quinocetone

There total 4 articles about Quinocetone 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%

benzaldehyde (100-52-7) + 3-methyl-2-acetylquinoxaline-1,4-dioxide (13297-17-1) → 1-(3-methyl-1,4-dioxido-2-quinoxalinyl)-3-phenyl-2-propen-1-one (81810-66-4)

Guidance literature:

With 2?hydroxyethylammonium formate; calcium chloride; In methanol; at 50 - 65 ℃; for 3h; Concentration;

Reference yield: 80.0%

benzofurazan oxide (480-96-6,68100-26-5) + benzaldehyde (100-52-7) + acetylacetone (123-54-6,81235-32-7) → 1-(3-methyl-1,4-dioxido-2-quinoxalinyl)-3-phenyl-2-propen-1-one (81810-66-4)

Guidance literature:

With tri-n-butylbenzylammonium hydroxide; In ethanol; at 50 ℃; for 1h; Reagent/catalyst; Temperature;

Reference yield:

benzofurazan oxide (480-96-6,68100-26-5) → 1-(3-methyl-1,4-dioxido-2-quinoxalinyl)-3-phenyl-2-propen-1-one (81810-66-4)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / ethanol / 2 h / 45 °C

2: Acetate de N,N-dimethylamino-4 pyridinium / ethanol / 3 h / 70 °C / Green chemistry

With Acetate de N,N-dimethylamino-4 pyridinium; triethylamine; In ethanol;

DOI:10.2298/JSC170614118L

upstream raw materials:

benzaldehyde

3-methyl-2-acetylquinoxaline-1,4-dioxide

benzofurazan oxide

acetylacetone

Downstream raw materials:

1-(3-methyl-2-quinoxalinyl)-3-phenyl-2-propen-1-one

1-(3-methyl-4-oxido-2-quinoxalinyl)-3-phenyl-2-propen-1-one

Refernces

• 1、 Li, Yuwen,Qiu, Mei,Bai, Yubin,Qu, Shaoqi,Hao, Zhihui. "Improved synthesis of quinocetone and its two deoxy metabolites". . p. 265 - 270. Retrieved 2018/04/12.
• 2、 -. "Quinocetone preparation method". Paragraph 0016; 0017; 0018. . Retrieved 2016/11/28.