Imidazo[1,2-a]quinoxaline

Base Information

• Chemical Name: Imidazo[1,2-a]quinoxaline
• CAS No.: 235-05-2
• Molecular Formula: C10H7 N3
• Molecular Weight: 169.18268
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID70178063
• Nikkaji Number: J40.979K
• Wikidata: Q83048397
• Mol file: 235-05-2.mol

Synonyms:imidazo[1,2-a]quinoxaline;235-05-2;IMIDAZO(1,2-a)QUINOXALINE;BRN 0608447;SCHEMBL1417158;VTNBGTYLJIUATL-UHFFFAOYSA-;DTXSID70178063;AKOS006277660;LS-80549;InChI=1/C10H7N3/c1-2-4-9-8(3-1)12-7-10-11-5-6-13(9)10/h1-7H

Chemical Property of Imidazo[1,2-a]quinoxaline

Chemical Property:

• Vapor Pressure: 0.00239mmHg at 25°C
• Melting Point: 124-126 °C
• Boiling Point: 288.1°Cat760mmHg
• PKA: 5.80±0.30(Predicted)
• Flash Point: 128°C
• PSA: 30.19000
• Density: 1.31g/cm³
• LogP: 1.88250
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 169.063997236
• Heavy Atom Count: 13
• Complexity: 195

Purity/Quality:

99% ^*data from raw suppliers

IMIDAZO[1,2-A]QUINOXALINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)N=CC3=NC=CN23

Technology Process of Imidazo[1,2-a]quinoxaline

There total 9 articles about Imidazo[1,2-a]quinoxaline 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%

4-chloroimidazo[1,2-a]quinoxaline (191349-69-6) → imidazo<1,2-a>quinoxaline (235-05-2)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; under 760 Torr;

DOI:10.1016/S0223-5234(01)01213-2

Reference yield: 89.0%

2-imidazolecarbaldehyde (10111-08-7) + 2-bromoaniline (615-36-1) → imidazo<1,2-a>quinoxaline (235-05-2)

Guidance literature:

With potassium phosphate; C₁₄H₂₂B₁₀CuIN₂; In toluene; at 65 ℃; for 7h;

Reference yield: 81.0%

ethyl 2-methyl-3-[1-(2-nitrophenyl)-1H-imidazol-2-yl]prop-2-enoate → imidazo<1,2-a>quinoxaline (235-05-2)

Guidance literature:

With iron; acetic acid; at 90 ℃; for 0.333333h;

DOI:10.1002/ejoc.201000355

upstream raw materials:

4-chloroimidazo[1,2-a]quinoxaline

2-amino-3-chloroquinoxaline

2,3-dichloroquinoxaline

2-iodophenylamine

Downstream raw materials:

ethyl 3-[1-(2-aminophenyl)-1H-pyrrol-2-yl]propanoate

Refernces

• 1、 -. "Synthesis method of pyrrole[1,2-a]quinoxaline derivative". Paragraph 0079-0082. . Retrieved 2021/03/11.
• 2、 Reeves, Jonathan T.,Fandrick, Daniel R.,Tan, Zhulin,Song, Jinhua J.,Lee, Heewon,Yee, Nathan K.,Senanayake, Chris H.. "Copper-catalyzed annulation of 2-formylazoles with o-aminoiodoarenes". supporting information; experimental part. p. 992 - 994. Retrieved 2010/05/19.