Mequindox

Base Information

• Chemical Name: Mequindox
• CAS No.: 13297-17-1
• Molecular Formula: C11H10 N2 O3
• Molecular Weight: 218.212
• Hs Code.: 2933990090
• NSC Number: 720472
• DSSTox Substance ID: DTXSID50328049
• Nikkaji Number: J861.825I
• Wikidata: Q72435442
• ChEMBL ID: CHEMBL475335
• Mol file: 13297-17-1.mol

Synonyms:Mequindox

Chemical Property of Mequindox

Chemical Property:

• Melting Point: 153-154 °C
• Boiling Point: °Cat760mmHg
• PKA: 1.63±0.30(Predicted)
• Flash Point: °C
• PSA: 67.99000
• Density: g/cm³
• LogP: 2.20780
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 218.06914219
• Heavy Atom Count: 16
• Complexity: 375

Purity/Quality:

99%MIN ^*data from raw suppliers

2-Acetyl-3-methylQuinoxaline-1,4-dioxide ^*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
• Uses: Mequindox is an intermediate in the synthesis of Desoxyquinocetone which is a metabolite of the veterinay drug Quinocetone.

Technology Process of Mequindox

There total 9 articles about Mequindox 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: 94.0%

benzofurazan oxide (480-96-6,68100-26-5) + acetylacetone (123-54-6,81235-32-7) → 3-methyl-2-acetylquinoxaline-1,4-dioxide (13297-17-1)

Guidance literature:

With triethylamine; In ethanol; at 45 ℃; for 2h;

DOI:10.2298/JSC170614118L

Reference yield: 58.5%

[3H]-benzofurazan-N-oxide + acetylacetone (123-54-6,81235-32-7) → 3-methyl-2-acetylquinoxaline-1,4-dioxide (13297-17-1)

Guidance literature:

With ammonia; In water; N,N-dimethyl-formamide; at 25 ℃; for 16h; Temperature; Irradiation;

Reference yield: 55.5%

→ 2-methyl-3-acetylquinoxaline (22059-64-9) + 3-methyl-2-acetylquinoxaline-1,4-dioxide (13297-17-1) + 2-Acetyl-3-methylquinoxaline 1-Oxide (61522-57-4)

Guidance literature:

With xylene; for 18h; Heating;

DOI:10.3987/R-1987-01-0055

upstream raw materials:

benzofurazan oxide

acetylacetone

2,5-hexanedione

C₆H₄N₂O₂*C₄₂H₇₀O₃₅

Downstream raw materials:

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

3-Acetyl-2-methylquinoxaline 1-Oxide

2-methyl-3-acetylquinoxaline

2-Acetyl-3-methylquinoxaline 1-Oxide

Refernces

• 1、 Acree Jr.,Powell, Joyce R.,Tucker, Sheryl A.,Ribeiro da Silva, Maria D.M.C.,Matos, M. Agostinha R.,Goncalves,Santos,Morais,Pilcher. "Thermochemical and Theoretical Study of Some Quinoxaline 1,4-Dioxides and of Pyrazine 1,4-Dioxide". . p. 3722 - 3726. Retrieved 1997.
• 2、 Issidorides,Haddadin. "-". . p. 4067. Retrieved 1966.
• 3、 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.