Methyl 2-(3-oxo-1,4-dihydroquinoxalin-2-ylidene)acetate

Base Information

• Chemical Name: Methyl 2-(3-oxo-1,4-dihydroquinoxalin-2-ylidene)acetate
• CAS No.: 33350-84-4
• Molecular Formula: C11H10N2O3
• Molecular Weight: 218.20900
• DSSTox Substance ID: DTXSID80425030

Synonyms:methyl 2-(3-oxo-1,4-dihydroquinoxalin-2-ylidene)acetate;33350-84-4;Maybridge3_000661;CBDivE_006302;DTXSID80425030;methyl 2-(3-oxo-3,4-dihydroquinoxalin-2(1h)-ylidene)acetate

Chemical Property of Methyl 2-(3-oxo-1,4-dihydroquinoxalin-2-ylidene)acetate

Chemical Property:

• PSA: 75.21000
• LogP: 0.50310
• XLogP3: 1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 218.06914219
• Heavy Atom Count: 16
• Complexity: 338

Purity/Quality:

2-(3,4-dihydro-3-oxo-2(1H)-quinoxalinylidene)-Aceticacidmethylester 97.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C=C1C(=O)NC2=CC=CC=C2N1

Technology Process of Methyl 2-(3-oxo-1,4-dihydroquinoxalin-2-ylidene)acetate

There total 3 articles about Methyl 2-(3-oxo-1,4-dihydroquinoxalin-2-ylidene)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: 98.0%

1,2-diamino-benzene (95-54-5) + dimethyl acetylenedicarboxylate (762-42-5) → 3-methoxycarbonylmethylene-2-oxo-1,2,3,4-tetrahydroquinoxaline (33350-84-4)

Guidance literature:

In methanol; at 20 ℃; for 0.0833333h;

DOI:10.1055/s-0029-1217542

Reference yield:

1,2-diamino-benzene (95-54-5) + dimethyl acetylenedicarboxylate (762-42-5) → dimethyl quinoxaline-2,3-dicarboxylate (54107-99-2) + 3-methoxycarbonylmethylene-2-oxo-1,2,3,4-tetrahydroquinoxaline (33350-84-4)

Guidance literature:

With [bis(acetoxy)iodo]benzene; In diethyl ether; at -20 ℃; for 24h;

DOI:10.1039/c3cc45469j

Reference yield:

→ 3-methoxycarbonylmethylene-2-oxo-1,2,3,4-tetrahydroquinoxaline (33350-84-4)

Guidance literature:

o-Phenylendiamin, Dimethylacetylen-dicarboxylat (V);

DOI:10.1246/bcsj.44.1311

upstream raw materials:

1,2-diamino-benzene

dimethyl acetylenedicarboxylate

Downstream raw materials:

(4-Chloro-phenylazo)-[3-oxo-3,4-dihydro-1H-quinoxalin-(2E)-ylidene]-acetic acid methyl ester

(3-Chloro-phenylazo)-[3-oxo-3,4-dihydro-1H-quinoxalin-(2E)-ylidene]-acetic acid methyl ester

3-<α-(o-Chlorophenyldiazenyl)methoxycarbonylmethylene>-2-oxo-1,2,3,4-tetrahydroquinoxaline

3-<α-(o-ethoxycarbonylphenylhydrazono)methoxycarbonylmethyl>-2-oxo-1,2-dihydroquinoxaline

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