Imidazo[1,2-f]phenanthridine

Base Information

• Chemical Name: Imidazo[1,2-f]phenanthridine
• CAS No.: 37694-95-4
• Molecular Formula: C15H10N2
• Molecular Weight: 218.258
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID90470814
• Nikkaji Number: J2.306.883D
• Wikidata: Q72482444
• Mol file: 37694-95-4.mol

Synonyms:Imidazo[1,2-f]phenanthridine;37694-95-4;SCHEMBL840406;DTXSID90470814;SHWNDUJCIYUZRF-UHFFFAOYSA-N;SB67112

Chemical Property of Imidazo[1,2-f]phenanthridine

Chemical Property:

• Melting Point: 140-141℃ (acetone )
• Boiling Point: 382.7±24.0 °C(Predicted)
• PKA: 6.80±0.30(Predicted)
• PSA: 17.30000
• Density: 1.24±0.1 g/cm3(Predicted)
• LogP: 3.64070
• Storage Temp.: 2-8°C
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 218.084398327
• Heavy Atom Count: 17
• Complexity: 291

Purity/Quality:

99%, ^*data from raw suppliers

Imidazo[1,2-f]phenanthridine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C3=CC=CC=C3N4C2=NC=C4

Technology Process of Imidazo[1,2-f]phenanthridine

There total 12 articles about Imidazo[1,2-f]phenanthridine 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: 100.0%

5-(2-bromo-ethyl)-phenanthridinium bromide → imidazo[1,2-f]phenanthridine (37694-95-4)

Guidance literature:

With manganese(IV) oxide; ammonia; sodium carbonate; In toluene; Heating;

DOI:10.1021/ol070263z

Reference yield: 94.0%

2-Phenylimidazole (670-96-2) + 2,3-dibromobenzene (583-53-9) → imidazo[1,2-f]phenanthridine (37694-95-4)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In N,N-dimethyl-formamide; at 20 - 140 ℃; for 24h; regioselective reaction; Inert atmosphere; Schlenk technique;

DOI:10.1039/c3ob41760c

Reference yield: 62.0%

1-([1,1’-biphenyl]-2-yl)-1H-imidazole → imidazo[1,2-f]phenanthridine (37694-95-4)

Guidance literature:

With palladium(II) trimethylacetate; copper(II) dipivaloate; silver pivalate; cesium fluoride; In N,N-dimethyl-formamide; at 150 ℃; for 48h; Reagent/catalyst; Temperature; Concentration; Time; Catalytic behavior; Inert atmosphere;

DOI:10.1002/chem.201501116

upstream raw materials:

2,3-dihydro-imidazo[1,2-f]phenanthridine

C₁₅H₁₄N₂

phenanthridine

1H-imidazole

Downstream raw materials:

3-(2,6-dichlorophenyl)imidazo[1,2-f]phenanthridine

3-(2,6-diphenylphenyl)imidazo[1,2-f]phenanthridine

Refernces

• 1、 Liao, Qian,Zhang, Liyun,Li, Shutao,Xi, Chanjuan. "Domino N-H/C-H bond activation: Copper-catalyzed synthesis of nitrogen-bridgehead heterocycles using azoles and 1,4-dihalo-1,3-dienes". . p. 228 - 231. Retrieved 2011.
• 2、 -. "Organic electroluminescent materials and devices". . . Retrieved 2016/04/20.