Ethyl 2-(4-methyl-3-oxo-3,4-dihydro-2-quinoxalinyl)acetate

Base Information

• Chemical Name: Ethyl 2-(4-methyl-3-oxo-3,4-dihydro-2-quinoxalinyl)acetate
• CAS No.: 14152-57-9
• Molecular Formula: C₁₃H₁₄N₂O₃
• Molecular Weight: 246.266
• Hs Code.: 2933998090
• Mol file: 14152-57-9.mol

Synonyms:14152-57-9;ethyl 2-(4-methyl-3-oxo-3,4-dihydro-2-quinoxalinyl)acetate;ethyl 2-(4-methyl-3-oxo-3,4-dihydroquinoxalin-2-yl)acetate;ethyl 2-(4-methyl-3-oxoquinoxalin-2-yl)acetate;AKOS005083701;CS-0361415;1R-0828;ethyl2-(4-methyl-3-oxo-3,4-dihydroquinoxalin-2-yl)acetate

Chemical Property of Ethyl 2-(4-methyl-3-oxo-3,4-dihydro-2-quinoxalinyl)acetate

Chemical Property:

• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 246.10044231
• Heavy Atom Count: 18
• Complexity: 378

Purity/Quality:

Ethyl 2-(4-methyl-3-oxo-3,4-dihydro-2-quinoxalinyl)acetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)CC1=NC2=CC=CC=C2N(C1=O)C

Technology Process of Ethyl 2-(4-methyl-3-oxo-3,4-dihydro-2-quinoxalinyl)acetate

There total 5 articles about Ethyl 2-(4-methyl-3-oxo-3,4-dihydro-2-quinoxalinyl)acetate 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: 87.0%

ethyl 2-(4-methyl-3-oxo-3,4-dihydroquinoxalin-2-yl)-3-oxobutanoate → 2-ethoxycarbonylmethylene-4-methyl-3-oxo-1,2,3,4-tetrahydroquinoxaline (14152-57-9)

Guidance literature:

With ethanol; sodium ethanolate; for 3.5h; Schlenk technique; Inert atmosphere; Reflux;

DOI:10.1002/ejoc.202100310

Reference yield:

1-methyl-2(1H)-quinoxalinone (6479-18-1) → 2-ethoxycarbonylmethylene-4-methyl-3-oxo-1,2,3,4-tetrahydroquinoxaline (14152-57-9)

Guidance literature:

Multi-step reaction with 2 steps

1: tert.-butylhydroperoxide; copper diacetate; sodium hydrogencarbonate / dimethyl sulfoxide; water / 12 h / 25 °C / Schlenk technique; Inert atmosphere

2: sodium ethanolate; ethanol / 3.5 h / Schlenk technique; Inert atmosphere; Reflux

With tert.-butylhydroperoxide; ethanol; sodium ethanolate; copper diacetate; sodium hydrogencarbonate; In water; dimethyl sulfoxide;

DOI:10.1002/ejoc.202100310

Reference yield:

4-Methyl-benzoic acid (3aR,4R,6R,6aR)-6-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl ester (98807-33-1) + N-methyl-1,2-phenylenediamine (4760-34-3) → 2-ethoxycarbonylmethylene-4-methyl-3-oxo-1,2,3,4-tetrahydroquinoxaline (14152-57-9)

Guidance literature:

With acetic acid;

DOI:10.1039/jr9530002830

upstream raw materials:

2-ethoxycarbonylmethylene-3-oxo-1,2,3,4-tetrahydroquinoxaline

methyl iodide

4-Methyl-benzoic acid (3aR,4R,6R,6aR)-6-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl ester

N-methyl-1,2-phenylenediamine

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