1-Methylacridine

Base Information

• Chemical Name: 1-Methylacridine
• CAS No.: 23043-41-6
• Molecular Formula: C14H11N
• Molecular Weight: 193.248
• Hs Code.: 2933990090
• European Community (EC) Number: 245-395-2
• UNII: Y2PWX6LSYZ
• Nikkaji Number: J318.388B
• Wikidata: Q27294182
• ChEMBL ID: CHEMBL1794242
• Mol file: 23043-41-6.mol

Synonyms:1-Methylacridine;METHYLACRIDINE;23043-41-6;Acridine, methyl-;54116-90-4;Y2PWX6LSYZ;EINECS 245-395-2;Acridine,1-methyl-;MLS001179209;SCHEMBL291182;CHEMBL1794242;HMS2800J03;SMR000477010;AM-944/40947605;Q27294182

Chemical Property of 1-Methylacridine

Chemical Property:

• Vapor Pressure: 4.19E-05mmHg at 25°C
• Refractive Index: 1.703
• Boiling Point: 361.9 °C at 760 mmHg
• Flash Point: 160 °C
• PSA: 12.89000
• Density: 1.155 g/cm³
• LogP: 3.69640
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 193.089149355
• Heavy Atom Count: 15
• Complexity: 225

Purity/Quality:

99% ^*data from raw suppliers

1-METHYLACRIDINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=CC2=NC3=CC=CC=C3C=C12

Technology Process of 1-Methylacridine

There total 6 articles about 1-Methylacridine 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: 85.0%

2-methylphenyl aldehyde (529-20-4) + Phenyl azide (622-37-7) → 1-methylacridine (23043-41-6)

Guidance literature:

With silver hexafluoroantimonate; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; benzylamine; at 120 ℃; for 16h; Inert atmosphere; Glovebox; Schlenk technique; Sealed tube;

DOI:10.1080/00397911.2018.1448418

Reference yield: 68.0%

Nitrosobenzene (586-96-9) + 2-methylphenyl aldehyde (529-20-4) → 1-methylacridine (23043-41-6)

Guidance literature:

With sodium hexafluoroantimonate; tris(acetonitrile)(η5-pentamethylcyclopentadienyl)rhodium(III) hexafluoroantimonate; magnesium sulfate; benzylamine; In 1,2-dichloro-ethane; at 130 ℃; for 24h; Schlenk technique; Inert atmosphere; Sealed tube; Glovebox;

DOI:10.1039/c7cc03006a

Reference yield:

aniline (62-53-3) → 1-methylacridine (23043-41-6)

Guidance literature:

Multi-step reaction with 2 steps

1: Oxone / dichloromethane / 0.5 h / 20 °C / Inert atmosphere

2: tris(acetonitrile)(η5-pentamethylcyclopentadienyl)rhodium(III) hexafluoroantimonate; benzylamine; sodium hexafluoroantimonate; magnesium sulfate / 1,2-dichloro-ethane / 24 h / 130 °C / Schlenk technique; Inert atmosphere; Sealed tube; Glovebox

With Oxone; sodium hexafluoroantimonate; tris(acetonitrile)(η5-pentamethylcyclopentadienyl)rhodium(III) hexafluoroantimonate; magnesium sulfate; benzylamine; In dichloromethane; 1,2-dichloro-ethane;

DOI:10.1039/c7cc03006a

upstream raw materials:

1-methyl-9,10-dihydro-acridine

1-methylacridin-9(10H)-one

Nitrosobenzene

2-methylphenyl aldehyde

Downstream raw materials:

N'-(4-acridinylmethylidene)-4-dimethylaminoaniline N'-oxide

Refernces

• 1、 Hu, Weiming,Zheng, Qingheng,Sun, Song,Cheng, Jiang. "Rh(III)-Catalyzed bilateral cyclization of aldehydes with nitrosos toward unsymmetrical acridines proceeding with C-H functionalization enabled by a transient directing group". supporting information. p. 6263 - 6266. Retrieved 2017/07/07.