3-Chloro-10-methylacridin-9(10h)-one

Base Information

• Chemical Name: 3-Chloro-10-methylacridin-9(10h)-one
• CAS No.: 58658-41-6
• Molecular Formula: C14H10ClNO
• Molecular Weight: 243.6883
• NSC Number: 162887
• DSSTox Substance ID: DTXSID10303857
• Nikkaji Number: J3.172.148B
• Wikidata: Q82049342
• ChEMBL ID: CHEMBL1881614
• Mol file: 58658-41-6.mol

Synonyms:3-chloro-10-methylacridin-9(10h)-one;58658-41-6;MLS003106547;9-Acridanone, 3-chloro-10-methyl-;3-chloro-10-methylacridin-9-one;NSC162887;CHEMBL1881614;SCHEMBL11374483;DTXSID10303857;NSC-162887;NCI60_001217;SMR001821446

Chemical Property of 3-Chloro-10-methylacridin-9(10h)-one

Chemical Property:

• Vapor Pressure: 4.94E-07mmHg at 25°C
• Boiling Point: 413.1°Cat760mmHg
• Flash Point: 203.6°C
• Density: 1.313g/cm³
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 243.0450916
• Heavy Atom Count: 17
• Complexity: 319

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CN1C2=CC=CC=C2C(=O)C3=C1C=C(C=C3)Cl

Technology Process of 3-Chloro-10-methylacridin-9(10h)-one

There total 17 articles about 3-Chloro-10-methylacridin-9(10h)-one 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: 95.0%

(4-Chloro-2-methylamino-phenyl)-phenyl-methanone (106351-41-1) → 3-chloro-10-methylacridin-9(10H)-one (58658-41-6)

Guidance literature:

With [2,2]bipyridinyl; copper(l) iodide; oxygen; In N,N-dimethyl acetamide; at 140 ℃; for 18h; Sealed tube;

DOI:10.1002/chem.201203859

Reference yield: 79.0%

(4-chlorophenyl)(2-(methylamino)phenyl)methanone (4937-54-6) → 3-chloro-10-methylacridin-9(10H)-one (58658-41-6)

Guidance literature:

With copper(I) thiophene-2-carboxylate; oxygen; triphenylphosphine; Trimethylacetic acid; In dimethyl sulfoxide; at 130 ℃; for 23h; under 760.051 Torr;

DOI:10.1002/ejoc.201201748

Reference yield: 55.0%

4-chloro-2-(methyl(phenyl)amino)benzaldehyde (1428865-38-6) → 3-chloro-10-methylacridin-9(10H)-one (58658-41-6)

Guidance literature:

With [bis(acetoxy)iodo]benzene; dibenzoyl peroxide; In N,N-dimethyl-formamide; at 100 ℃; for 24h;

DOI:10.1021/jo5011697

upstream raw materials:

3,9-dichloroacridine

dimethyl sulfate

3-chloro-9-phenoxy-acridine

methyl p-toluene sulfonate

Refernces

• 1、 Zheng, Zisheng,Dian, Longyang,Yuan, Yucheng,Zhang-Negrerie, Daisy,Du, Yunfei,Zhao, Kang. "PhI(OAc)2-mediated intramolecular oxidative aryl-aldehyde C sp 2-C sp 2 bond formation: Metal-free synthesis of acridone derivatives". . p. 7451 - 7458. Retrieved 2014/09/17.
• 2、 Huang, Jinbo,Wan, Congqing,Xu, Ming-Fang,Zhu, Qiang. "Synthesis of 10-methylacridin-9(10H)-ones through Cu-Catalyzed Intramolecular Oxidative C(sp2)-H Amination of 2-(Methylamino) benzophenones". supporting information. p. 1876 - 1880. Retrieved 2013/04/24.