Dibenz(a,j)acridine, 3,4-dihydro-

Base Information

• Chemical Name: Dibenz(a,j)acridine, 3,4-dihydro-
• CAS No.: 106589-49-5
• Molecular Formula: C₂₁H₁₅N
• Molecular Weight: 281.357
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID10147652
• Wikidata: Q83013035
• Mol file: 106589-49-5.mol

Synonyms:Dibenz(a,j)acridine, 3,4-dihydro-;106589-49-5;3,4-Dihydrodibenz(a,j)acridine;3,4-Dihydrodibenzo[a,j]acridine;13-azapentacyclo[12.8.0.03,12.04,9.017,22]docosa-1(14),2,4,6,8,10,12,15,17(22),20-decaene;CCRIS 3311;3,4-DIHYDRODIBENZ[A,J]ACRIDINE;DTXSID10147652

Chemical Property of Dibenz(a,j)acridine, 3,4-dihydro-

Chemical Property:

• Vapor Pressure: 2.92E-10mmHg at 25°C
• Boiling Point: 516.5°Cat760mmHg
• Flash Point: 231.2°C
• PSA: 12.89000
• Density: 1.249g/cm³
• LogP: 5.50060
• XLogP3: 5.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 281.120449483
• Heavy Atom Count: 22
• Complexity: 441

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2=C(C=C1)C3=C(C=C2)N=C4C=CC5=CC=CC=C5C4=C3

Technology Process of Dibenz(a,j)acridine, 3,4-dihydro-

There total 10 articles about Dibenz(a,j)acridine, 3,4-dihydro- 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: 84.0%

1-hydroxy-1,2,3,4-tetrahydrodibenzacridine (106589-47-3) → 3,4-dihydrodibenzacridine (106589-49-5)

Guidance literature:

With pyridine; p-toluenesulfonyl chloride; In toluene; for 10h; Heating;

DOI:10.1021/jo00382a017

Reference yield:

1-dimethylaminomethyl-naphthalen-2-ol (5419-02-3) → 3,4-dihydrodibenzacridine (106589-49-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 0.5 g / 0.5 h / 260 - 280 °C

2: 83 percent / 10percent Pd/C / various solvent(s) / 8 h / 190 °C

3: 1.) Na, NH₃ liq., 2.) AcOH / 1.) THF, 18 h, 2.) 100 deg C to 125 deg C, 18 h

4: 1.) t-BuONa, 2.) DDQ / 1.) t-BuOH, reflux, 15 h, 2.) dioxane, reflux, 15 h

With ammonia; sodium; acetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; sodium t-butanolate; palladium on activated charcoal; In various solvent(s);

DOI:10.1021/jo00382a017

Reference yield:

6-amino-1,2,3,4-tetrahydronaphthalene (2217-43-8) → 3,4-dihydrodibenzacridine (106589-49-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 0.5 g / 0.5 h / 260 - 280 °C

2: 83 percent / 10percent Pd/C / various solvent(s) / 8 h / 190 °C

3: 1.) Na, NH₃ liq., 2.) AcOH / 1.) THF, 18 h, 2.) 100 deg C to 125 deg C, 18 h

4: 1.) t-BuONa, 2.) DDQ / 1.) t-BuOH, reflux, 15 h, 2.) dioxane, reflux, 15 h

With ammonia; sodium; acetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; sodium t-butanolate; palladium on activated charcoal; In various solvent(s);

DOI:10.1021/jo00382a017

upstream raw materials:

1,4,10,13-tetrahydrodibenzacridine

1,4,8,9-tetrahydrodibenzacridine

1-hydroxy-1,2,3,4-tetrahydrodibenzacridine

1-dimethylaminomethyl-naphthalen-2-ol

Downstream raw materials:

trans-1,2-bis(benzoyloxy)-1,2,3,4-tetrahydrodibenzacridine

trans-1,2-dihydro-1,2-dihydroxydibenzacridine