9-Acridinecarbonitrile

Base Information

• Chemical Name: 9-Acridinecarbonitrile
• CAS No.: 5326-19-2
• Molecular Formula: C14H8 N2
• Molecular Weight: 204.2267
• European Community (EC) Number: 842-391-8
• NSC Number: 273
• DSSTox Substance ID: DTXSID80201376
• Nikkaji Number: J1.409.613B
• Wikidata: Q83074588
• ChEMBL ID: CHEMBL1331079
• Mol file: 5326-19-2.mol

Synonyms:acridine-9-carbonitrile;9-Acridinecarbonitrile;5326-19-2;9-cyanoacridine;NSC273;9-cyano acridine;NSC 273;Bio5G3;MLS000860794;SCHEMBL2001240;CHEMBL1331079;DTXSID80201376;NSC-273;HMS2785E05;AKOS026677548;NCGC00246681-01;SMR000459578;EN300-264814;F1967-2547;Z2065671634

Chemical Property of 9-Acridinecarbonitrile

Chemical Property:

• Vapor Pressure: 2E-07mmHg at 25°C
• Boiling Point: 424.9°Cat760mmHg
• Flash Point: 139.2°C
• Density: 1.26g/cm³
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 204.068748264
• Heavy Atom Count: 16
• Complexity: 281

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=C3C=CC=CC3=N2)C#N

Technology Process of 9-Acridinecarbonitrile

There total 23 articles about 9-Acridinecarbonitrile 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: 99.5%

9-Chloroacridine (1207-69-8) + potassium cyanide (151-50-8) → acridine-9-carbonitrile (5326-19-2)

Guidance literature:

With sodium 4-methylbenzenesulfinate; In N,N-dimethyl-formamide; at 60 ℃; for 1h;

DOI:10.3987/COM-94-S(B)38

Reference yield: 97.0%

acridine (260-94-6) + trimethylsilyl cyanide (7677-24-9) → acridine-9-carbonitrile (5326-19-2)

Guidance literature:

With 9-molybdo-3-vanadophosphoric acid; oxygen; In dimethyl sulfoxide; at 100 ℃; for 24h; regioselective reaction;

DOI:10.1039/c5cc02797g

Reference yield: 80.0%

acridine N-oxide (10399-73-2) + trimethylsilyl cyanide (7677-24-9) → acridine-9-carbonitrile (5326-19-2)

Guidance literature:

In neat (no solvent); at 130 ℃; for 1h; regioselective reaction; Sealed tube; Inert atmosphere;

DOI:10.1002/adsc.201901103

upstream raw materials:

acridine

hydrogen cyanide

benzoyl chloride

potassium cyanide

Downstream raw materials:

acridin-9-yl(phenyl)methanone

acridine-9-carboxylic acid amide

acridin-9-yl-phenyl ketone-imine

4-Nitroacridine

Refernces

• 1、 Sarmah, Bikash Kumar,Konwar, Monuranjan,Bhattacharyya, Dipanjan,Adhikari, Priyanka,Das, Animesh. "Regioselective Cyanation of Six-Membered N-Heteroaromatic Compounds Under Metal-, Activator-, Base- and Solvent-Free Conditions". supporting information. p. 5616 - 5625. Retrieved 2019/11/22.
• 2、 Bobin, Mariusz,Kwast, Andrzej,Wróbel, Zbigniew. "Efficient formation of σH-adducts as a key step in the synthesis of acridines via Lewis acid-promoted transformations of the nitro group". . p. 11048 - 11054. Retrieved 2008/02/12.