Pyrrolo[1,2-a]quinoxaline

Base Information

• Chemical Name: Pyrrolo[1,2-a]quinoxaline
• CAS No.: 234-95-7
• Molecular Formula: C11H8 N2
• Molecular Weight: 168.198
• Hs Code.: 2933990090
• European Community (EC) Number: 205-942-8
• NSC Number: 106795
• DSSTox Substance ID: DTXSID90177957
• Nikkaji Number: J149.871A
• Wikidata: Q83048304
• ChEMBL ID: CHEMBL1444438
• Mol file: 234-95-7.mol

Synonyms:pyrrolo(1,2-a)quinoxaline

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

Chemical Property:

• Vapor Pressure: 0.00504mmHg at 25°C
• Boiling Point: 275.6°Cat760mmHg
• Flash Point: 120.5°C
• PSA: 17.30000
• Density: 1.2g/cm³
• LogP: 2.48750
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 168.068748264
• Heavy Atom Count: 13
• Complexity: 193

Purity/Quality:

99% ^*data from raw suppliers

Pyrrolo[1,2-a]quinoxaline 97% ^*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=CC=CN32

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

There total 38 articles about Pyrrolo[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: 97.0%

1-[2-isocyanophenyl]-1H-pyrrole (350829-07-1) → pyrrolo[1,2-a]quinoxaline (234-95-7)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at 0 ℃; for 1h;

DOI:10.1246/cl.1998.551

Reference yield: 93.0%

2-pyrrole aldehyde (1003-29-8,254729-95-8) + 2-bromoaniline (615-36-1) → pyrrolo[1,2-a]quinoxaline (234-95-7)

Guidance literature:

With C₁₄H₂₂B₁₀CuIN₂; potassium carbonate; In toluene; at 50 ℃; for 6h;

Reference yield: 92.0%

2-pyrrole aldehyde (1003-29-8,254729-95-8) + 2-iodophenylamine (615-43-0) → pyrrolo[1,2-a]quinoxaline (234-95-7)

Guidance literature:

With copper(l) iodide; caesium carbonate; 2-Hydroxybenzoylhydrazine; In N,N-dimethyl-formamide; at 120 ℃; for 24h; Reagent/catalyst; Solvent; Temperature; Sealed tube;

DOI:10.1002/cjoc.201500115

upstream raw materials:

2-aminomethyl-1-(2'-aminophenyl)pyrrole

1-[2-isocyanophenyl]-1H-pyrrole

2-(1H-pyrrol-1-yl)aniline

1-[(2-formylamino)phenyl]pyrrole

Downstream raw materials:

5-benzoyl-4-cyano-4,5-dihydropyrrolo<1,2-a>quinoxaline

5-benzenesulfonyl-4-cyano-4,5-dihydropyrrolo<1,2-a>quinoxaline

1,3-bis(4-bromophenyl)pyrrolo-[1,2-a]quinoxaline

1,3-bis(4-chlorophenyl)pyrrolo[1,2-a]quinoxaline

Refernces

• 1、 Li, Jixing,Zhang, Jinlong,Yang, Huameng,Gao, Zeng,Jiang, Gaoxi. "A Green Aerobic Oxidative Synthesis of Pyrrolo[1,2-a]quinoxalines from Simple Alcohols without Metals and Additives". . p. 765 - 769. Retrieved 2017.
• 2、 Cheeseman,Roy. "". . p. 2848. Retrieved 1968.
• 3、 -. "Synthesis method of pyrrole[1,2-a]quinoxaline derivative". Paragraph 0055-0058. . Retrieved 2021/03/11.
• 4、 Ding, Chengcheng,Li, Shichen,Ma, Chen,Ren, Jianing,Wang, Yishou. "N,N-Dimethylformamide as Carbon Synthons for the Synthesis ofN-Heterocycles: Pyrrolo/Indolo[1,2-a]quinoxalines and Quinazolin-4-ones". . p. 16848 - 16857. Retrieved 2021/12/06.