9-amino-3,4-dihydroacridin-1(2H)-one

Base Information

• Chemical Name: 9-amino-3,4-dihydroacridin-1(2H)-one
• CAS No.: 104675-26-5
• Molecular Formula: C13H12N2O
• Molecular Weight: 212.251
• DSSTox Substance ID: DTXSID10146645
• Nikkaji Number: J396.448E
• Wikidata: Q83011495
• ChEMBL ID: CHEMBL1626324
• Mol file: 104675-26-5.mol

Synonyms:9-amino-3,4-dihydroacridin-1(2H)-one;104675-26-5;9-Amino-3,4-dihydro-2H-acridin-1-one;9-amino-1,2,3,4-tetrahydroacridin-1-one;2H-Acridin-1-one, 9-amino-3,4-dihydro-;9-Amino-3,4-dihydro-1(2H)-acridinone;Oprea1_640165;MLS005940052;SCHEMBL4495989;CHEMBL1626324;DTXSID10146645;STK283506;AKOS002822057;NCGC00246373-01;SMR004612745;9-amino-3,4-di-hydroacridin-1(2H)-one;9-amino-3,4-dihydro-acridin-1(2H)-one;9-amino-3,4-dihydroacridin-1-(2H)-one;1(2H)-acridinone, 9-amino-3,4-dihydro-;9-Amino-3,4-dihydro-1(2H)-acridinone #;FT-0661730;Acridin-1(2H)-one, 3,4-dihydro-9-amino-;F79804;SR-01000150177;J-001221;SR-01000150177-1

Chemical Property of 9-amino-3,4-dihydroacridin-1(2H)-one

Chemical Property:

• Vapor Pressure: 6.63E-09mmHg at 25°C
• Melting Point: 228-230°C
• Refractive Index: 1.708
• Boiling Point: 467.2 °C at 760 mmHg
• Flash Point: 236.4 °C
• PSA: 56.71000
• Density: 1.307 g/cm³
• LogP: 2.26610
• Storage Temp.: Refrigerator
• Solubility.: DMSO, Methanol
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 212.094963011
• Heavy Atom Count: 16
• Complexity: 292

Purity/Quality:

99% ^*data from raw suppliers

9-Amino-3,4-dihydroacridin-1(2H)-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2=NC3=CC=CC=C3C(=C2C(=O)C1)N
• Uses: Intermediate in the preparation of Mentane.

Technology Process of 9-amino-3,4-dihydroacridin-1(2H)-one

There total 12 articles about 9-amino-3,4-dihydroacridin-1(2H)-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: 94.0%

1,3-cylohexanedione (504-02-9) + anthranilic acid nitrile (1885-29-6) → 9-Amino-1,2,3,4-tetrahydroacridin-1-one (104675-26-5)

Guidance literature:

With sulfuric acid-modified polyethylene glycol 6000; at 130 ℃; for 0.15h; Microwave irradiation; Neat (no solvent);

DOI:10.1039/c0gc00953a

Reference yield: 80.0%

3-(2-nitrophenyl)-6,7-dihydrobenzo[d]isoxazol-4(5H)-one (144290-89-1) → 9-Amino-1,2,3,4-tetrahydroacridin-1-one (104675-26-5)

Guidance literature:

With acetic acid; zinc; at 22 ℃; for 18h;

DOI:10.1002/ejoc.201403065

Reference yield: 69.0%

C13H12N2O → 9-Amino-1,2,3,4-tetrahydroacridin-1-one (104675-26-5)

Guidance literature:

With potassium carbonate; copper(l) chloride; In tetrahydrofuran; for 4h; Reflux;

DOI:10.1016/j.bmc.2018.08.007

upstream raw materials:

4,5-dihydro-3H-isoxazolo<5,4,3-kl>acridine

N-(3-oxocyclohexen-1-yl)-2-aminobenzonitrile

1,3-cylohexanedione

anthranilic acid nitrile

Downstream raw materials:

9-[(Thiophen-2-ylmethyl)-amino]-3,4-dihydro-2H-acridin-1-one

9-[4,4-bis(4-fluorophenyl)butylamino]-3,4-Dihydroacridin-1(2H)-one

3,4-dihydro-9-(2-methoxybenzylamino)acridin-1(2H)-one

9-[4,4-bis(3-fluorophenyl)butylamino]-3,4-dihydroacridin-1(2H)-one