1-Hydroxy-10-methylacridone

Base Information

• Chemical Name: 1-Hydroxy-10-methylacridone
• CAS No.: 16584-54-6
• Molecular Formula: C₁₄H₁₁NO₂
• Molecular Weight: 225.247
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID40418786
• Nikkaji Number: J146.947I
• Wikidata: Q82229468
• Metabolomics Workbench ID: 45832
• ChEMBL ID: CHEMBL1288799
• Mol file: 16584-54-6.mol

Synonyms:1-hydroxy-10-methyl-9,10-dihydroacrid-9-one;RD6 5071;RD6-5071

Chemical Property of 1-Hydroxy-10-methylacridone

Chemical Property:

• PSA: 42.23000
• LogP: 2.39730
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 225.078978594
• Heavy Atom Count: 17
• Complexity: 317

Purity/Quality:

98.5% ^*data from raw suppliers

1-HYDROXY-10-METHYL-9(10H)-ACRIDINONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C2=C(C(=CC=C2)O)C(=O)C3=CC=CC=C31

Technology Process of 1-Hydroxy-10-methylacridone

There total 5 articles about 1-Hydroxy-10-methylacridone 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: 94.0%

1-methoxy-10-methyl-9,10-dihydro-9-acridinone (16584-58-0) → 1-hydroxy-10-methylacridone (16584-54-6)

Guidance literature:

With water; hydrogen iodide; at 100 ℃; for 24h;

DOI:10.1021/ol2016803

Reference yield: 94.0%

1-hydroxy-9(10H)-acridinone (65582-54-9) + methyl iodide (74-88-4) → 1-hydroxy-10-methylacridone (16584-54-6)

Guidance literature:

With potassium carbonate; In acetone; for 3h; Heating;

DOI:10.1016/S0040-4020(97)00792-8

Reference yield: 70.0%

ethyl 6-(methylphenylamino)-2-hydroxybenzoate (112270-11-8) → 1-hydroxy-10-methylacridone (16584-54-6)

Guidance literature:

With PPA; Polyphosphoric acid (PPA); for 0.75h; Heating;

DOI:10.1021/jo00239a039

upstream raw materials:

1-methoxy-10-methyl-9,10-dihydro-9-acridinone

ethyl 6-(methylphenylamino)-2-hydroxybenzoate

1-hydroxy-9(10H)-acridinone

methyl iodide

Refernces

• 1、 Rozsa et al.. "-". . p. 169,170. Retrieved 1978.
• 2、 Dubrovskiy, Anton V.,Larock, Richard C.. "Synthesis of o -(dimethylamino)aryl ketones and acridones by the reaction of 1,1-dialkylhydrazones and arynes". supporting information; experimental part. p. 4136 - 4139. Retrieved 2011/10/12.