7-Methylbenz(c)acridine

Base Information

• Chemical Name: 7-Methylbenz(c)acridine
• CAS No.: 3340-94-1
• Molecular Formula: C₁₈H₁₃N
• Molecular Weight: 243.308
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID40187046
• Nikkaji Number: J35.262D
• Wikidata: Q83058581
• Mol file: 3340-94-1.mol

Synonyms:7-methylbenz(c)acridine

Chemical Property of 7-Methylbenz(c)acridine

Chemical Property:

• Vapor Pressure: 3.88E-08mmHg at 25°C
• Melting Point: 126°C
• Refractive Index: 1.4500 (estimate)
• Boiling Point: 458°Cat760mmHg
• Flash Point: 205.5°C
• PSA: 12.89000
• Density: 1.208g/cm³
• LogP: 4.84960
• XLogP3: 5.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 243.104799419
• Heavy Atom Count: 19
• Complexity: 326

Purity/Quality:

99% ^*data from raw suppliers

7-METHYLBENZ(C)ACRIDINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Polycyclic Aromatic Hydrocarbons
• Canonical SMILES: CC1=C2C=CC3=CC=CC=C3C2=NC4=CC=CC=C14

Technology Process of 7-Methylbenz(c)acridine

There total 11 articles about 7-Methylbenz(c)acridine 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: 91.0%

di-(1-naphthalenyl)iodonium triflate (420132-02-1) + 2-aminoacetophenone (551-93-9) → 7-methylbenzo[c]acridine (3340-94-1)

Guidance literature:

In 1,2-dichloro-ethane; at 130 ℃; for 12h; Temperature; Inert atmosphere; Sealed tube;

DOI:10.1002/ejoc.201500161

Reference yield: 77.0%

N-phenyl-1-naphthylamine (90-30-2) + acetic acid (64-19-7,77671-22-8) → 7-methylbenzo[c]acridine (3340-94-1)

Guidance literature:

With zinc(II) chloride; at 200 - 210 ℃; for 0.1h; microwave irradiation;

DOI:10.3987/COM-02-9493

Reference yield: 40.0%

1-Naphthylboronic acid (13922-41-3) + 2-aminoacetophenone (551-93-9) → 7-methylbenzo[c]acridine (3340-94-1)

Guidance literature:

With copper(II) bis(trifluoromethanesulfonate); In 1,1,2,2-tetrachloroethane; at 100 ℃; for 14h; Sealed tube;

DOI:10.1021/acs.joc.8b01828

upstream raw materials:

benz[c]acridin-7-yl-malononitrile

1-<2-(1-Naphthylamino)phenyl>ethanon

N-phenyl-1-naphthylamine

acetic acid

Downstream raw materials:

acetic acid benz[c]acridin-7-ylmethyl ester

7-Hydroxymethylbenzacridin

5-hydroxy-7-methylbenzacridine

trans-5,6-dihydroxy-7-methyl-5,6-dihydrobenzacridine

Refernces

• 1、 Pang, Xinlong,Lou, Zhenbang,Li, Ming,Wen, Lirong,Chen, Chao. "Tandem arylation/friedel-crafts reactions of o-acylanilines with diaryliodonium salts: A modular synthesis of acridine derivatives". supporting information. p. 3361 - 3369. Retrieved 2015/05/20.
• 2、 Duke, Colin C.,Murphy, Peter T.,Holder, Gerald M.. "Synthesis of the Non-K-Region Dihydrodiols of 7-Methylbenzacridine". . p. 4446 - 4451. Retrieved 2007/10/02.