Acridine, 9,10-dihydro-10-methyl-9-(phenylmethylene)-

Base Information

• Chemical Name: Acridine, 9,10-dihydro-10-methyl-9-(phenylmethylene)-
• CAS No.: 19656-33-8
• Molecular Formula: C21H17N
• Molecular Weight: 283.373
• DSSTox Substance ID: DTXSID60467539
• Nikkaji Number: J1.616.330I
• Mol file: 19656-33-8.mol

Synonyms:19656-33-8;9-Benzylidene-10-methyl-9,10-dihydroacridine;Acridine, 9,10-dihydro-10-methyl-9-(phenylmethylene)-;9-benzylidene-N-methylacridan;SCHEMBL4351921;DTXSID60467539

Chemical Property of Acridine, 9,10-dihydro-10-methyl-9-(phenylmethylene)-

Chemical Property:

• XLogP3: 5.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 283.136099547
• Heavy Atom Count: 22
• Complexity: 380

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C2=CC=CC=C2C(=CC3=CC=CC=C3)C4=CC=CC=C41

Technology Process of Acridine, 9,10-dihydro-10-methyl-9-(phenylmethylene)-

There total 6 articles about Acridine, 9,10-dihydro-10-methyl-9-(phenylmethylene)- 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: 90.0%

C21H19BrN2O2S + benzyl bromide (100-39-0) → 9,10-dihydro-10-methyl-9-phenylmethyleneacridine (19656-33-8)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; trifuran-2-yl-phosphane; caesium carbonate; lithium tert-butoxide; In 1,4-dioxane; at 120 ℃; for 12h; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.orglett.7b00613

Reference yield: 73.0%

benzaldehyde (100-52-7) + diethyl (10-methyl-9,10-dihydroacridin-9-yl)phosphonate (19656-30-5) → 9,10-dihydro-10-methyl-9-phenylmethyleneacridine (19656-33-8)

Guidance literature:

diethyl (10-methyl-9,10-dihydroacridin-9-yl)phosphonate; With n-butyllithium; In 1,2-dimethoxyethane; hexane; at -78 ℃; for 0.166667h; Inert atmosphere;

benzaldehyde; In 1,2-dimethoxyethane; hexane; at -78 - 20 ℃; Inert atmosphere;

DOI:10.1021/jo1013405

Reference yield: 63.0%

10-methyl-9, 10-dihydro-9-acridinone (719-54-0) + benzylmagnesium chloride (6921-34-2) → 9,10-dihydro-10-methyl-9-phenylmethyleneacridine (19656-33-8)

Guidance literature:

In tetrahydrofuran; diethyl ether; for 0.5h; Heating;

DOI:10.1021/ja00531a026

upstream raw materials:

10-methyl-9, 10-dihydro-9-acridinone

benzylmagnesium chloride

benzaldehyde

diethyl (10-methyl-9,10-dihydroacridin-9-yl)phosphonate

Downstream raw materials:

C₂₁H₁₇NO₂

10-methyl-9, 10-dihydro-9-acridinone

benzaldehyde