Dinaphtho[2,3-b:2',3'-d]furan-5,7,12,13-tetrone

Base Information

• Chemical Name: Dinaphtho[2,3-b:2',3'-d]furan-5,7,12,13-tetrone
• CAS No.: 26171-90-4
• Molecular Formula: C₂₀H₈O₅
• Molecular Weight: 328.281
• Mol file: 26171-90-4.mol

Synonyms:Dinaphtho[2,3-b:2',3'-d]furan-5,7,12,13-tetrone

Chemical Property of Dinaphtho[2,3-b:2',3'-d]furan-5,7,12,13-tetrone

Chemical Property:

• Melting Point: 347 °C (decomp)
• Boiling Point: 588.2±49.0 °C(Predicted)
• PSA: 81.42000
• Density: 1.552±0.06 g/cm3(Predicted)
• LogP: 2.20880

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Dinaphtho[2,3-b:2',3'-d]furan-5,7,12,13-tetrone

There total 14 articles about Dinaphtho[2,3-b:2',3'-d]furan-5,7,12,13-tetrone 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: 80.0%

acetic anhydride (108-24-7) + 3-Hydroxy-3'-piperidino-2,2'-binaphthyl-1,4;1',4'-dichinon (127611-78-3) → Dinaphtho<2,3-b;2',3'-d>furan-5,13;7,12-dichinon (26171-90-4) + 3-Acetoxy-3'-piperidino-2,2'-binaphthyl-1,4;1',4'-dichinon

Guidance literature:

With sodium acetate; at 100 ℃; for 0.0333333h;

Reference yield: 33.0%

2,2'-bis(3-hydroxy-1,4-naphthoquinone) (33440-64-1) → dinaphtho[2,1-b:2',3'-d]furan-5,6,8,13-tetraone + Dinaphtho<2,3-b;2',3'-d>furan-5,13;7,12-dichinon (26171-90-4)

Guidance literature:

With sulfuric acid; acetic acid; In water; for 0.25h; Inert atmosphere; Sealed tube; Reflux;

DOI:10.1021/acsmedchemlett.8b00391

Reference yield: 22.0%

1,1',3,3',4,4'-hexamethoxy-2,2'-binaphthalene (129230-61-1) → 3,3'-dimethoxy[2,2'-binaphthalene]-1,1',4,4'-tetrone (70502-14-6) + 3,1'-Dimethoxy-[2,2']binaphthalenyl-1,4,3',4'-tetraone (129230-63-3) + Dinaphtho<2,3-b;2',3'-d>furan-5,13;7,12-dichinon (26171-90-4) + Dinaphtho<2,3-b;1',2'-d>furan-5,13;11,12-dichinon (75083-40-8)

Guidance literature:

With nitric acid; In 1,4-dioxane; for 0.0166667h;

upstream raw materials:

1,1',3,3',4,4'-hexamethoxy-2,2'-binaphthalene

acetic anhydride

3-Hydroxy-3'-piperidino-2,2'-binaphthyl-1,4;1',4'-dichinon

2,2'-binaphthoquinone

Refernces

• 1、 -. "SERINIQUINONES, MELANOMA-SPECIFIC ANTICANCER AGENTS". . . Retrieved 2014/02/16.
• 2、 Laatsch, Hartmut. "Synthesis of Hydroxylated Binaphthoquinones via Amine/Hydroxyl Exchange - On the Reaction of 2,2'-Binaphthyl-1,4;1',4'-diquinones with Piperidine". . p. 1271 - 1278. Retrieved 2007/10/02.