2-Phenylimidazo[1,2-a]quinoline

Base Information

• Chemical Name: 2-Phenylimidazo[1,2-a]quinoline
• CAS No.: 74944-11-9
• Molecular Formula: C17H12N2
• Molecular Weight: 244.296
• DSSTox Substance ID: DTXSID90356669
• Nikkaji Number: J1.849.400K
• Wikidata: Q82136176
• Mol file: 74944-11-9.mol

Synonyms:2-phenylimidazo[1,2-a]quinoline;74944-11-9;2-Phenylimidazo(1,2-a)quinoline;NIOSH/NJ5911700;DTXSID90356669;NSC804185;STK734575;AKOS003245282;Imidazo(1,2-a)quinoline, 2-phenyl-;CCG-317437;NSC-804185;NJ59117000;AE-848/36048064;SR-01000196284;SR-01000196284-1

Chemical Property of 2-Phenylimidazo[1,2-a]quinoline

Chemical Property:

• PSA: 17.30000
• LogP: 4.15450
• XLogP3: 4.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 244.100048391
• Heavy Atom Count: 19
• Complexity: 310

Purity/Quality:

LC=94.9892% ^*data from raw suppliers

2-PHENYLIMIDAZO-[1,2-A]QUINOLINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CN3C(=N2)C=CC4=CC=CC=C43

Technology Process of 2-Phenylimidazo[1,2-a]quinoline

There total 18 articles about 2-Phenylimidazo[1,2-a]quinoline 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: 66.0%

2-aminoquinoline (580-22-3) + 2-(dimethyl(oxo)-λ6-sulfaneylidene)-1-phenylethan-1-one (20718-17-6) → 2-phenylimidazo[1,2-a]quinoline (74944-11-9)

Guidance literature:

With bis(1,5-cyclooctadiene)diiridium(I) dichloride; 1,10-Phenanthroline; sodium triflate; In 1,2-dichloro-ethane; at 80 ℃; for 24h; regioselective reaction; Inert atmosphere; Sealed tube; Molecular sieve;

DOI:10.1021/acs.joc.6b00497

Reference yield: 66.0%

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + quinoline (91-22-5) → 2-phenylimidazo[1,2-a]quinoline (74944-11-9)

Guidance literature:

With copper(l) iodide; tert.-butylnitrite; di-tert-butyl peroxide; potassium tert-butylate; In 1,2-dichloro-ethane; at 80 ℃; for 8h; Reagent/catalyst; Solvent; Temperature;

DOI:10.1021/acs.joc.7b02815

Reference yield: 43.0%

2-aminoquinoline (580-22-3) + phenylacetylene (536-74-3) → 2-phenylimidazo[1,2-a]quinoline (74944-11-9)

Guidance literature:

With silver carbonate; In 1,4-dioxane; at 110 ℃; for 10h; Inert atmosphere;

DOI:10.1039/c2cc35927h DOI:10.1039/c2cc35927h

upstream raw materials:

1-phenacylquinolinium bromide

quinoline

2-bromo-1-phenylethanone phenylsulfonylhydrazone

2-aminoquinoline

Downstream raw materials:

2-phenyl-1,2-dihydroimidazo[1,2-a]quinoline-1-carbonitrile

N-(quinolin-2-yl)benzamide

3-phenyl-1H-[1,3,5]triazino[1,2-a]quinolin-1-one

Refernces

• 1、 Sun, Jian,Mu, Yangxiu,Iqbal, Zafar,Hou, Jing,Yang, Minghua,Yang, Zhixiang,Tang, Dong. "Iodine-Mediated Sulfenylation of Imidazo[1,2- a ]pyridines with Ethyl Arylsulfinates". supporting information. p. 1014 - 1018. Retrieved 2021/03/15.
• 2、 Le Bescont, Julie,Breton-Patient, Chloé,Piguel, Sandrine. "Unconventional Reactivity with DABCO-Bis(sulfur dioxide): C–H Bond Sulfenylation of Imidazopyridines". . p. 2101 - 2109. Retrieved 2020/04/07.