Trisphaeridine

Base Information

• Chemical Name: Trisphaeridine
• CAS No.: 224-11-3
• Molecular Formula: C14H9 N O2
• Molecular Weight: 223.231
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID10176927
• Nikkaji Number: J673.498G
• Wikidata: Q27114842
• Metabolomics Workbench ID: 69819
• ChEMBL ID: CHEMBL511443
• Mol file: 224-11-3.mol

Synonyms:trisphaeridine;trispheridine

Chemical Property of Trisphaeridine

Chemical Property:

• Vapor Pressure: 6.38E-07mmHg at 25°C
• Melting Point: 140-1°C
• Boiling Point: 421.5°Cat760mmHg
• Flash Point: 152.2°C
• PSA: 31.35000
• Density: 1.377g/cm³
• LogP: 3.11670
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 223.063328530
• Heavy Atom Count: 17
• Complexity: 296

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1OC2=C(O1)C=C3C4=CC=CC=C4N=CC3=C2
• Description: Russian workers have described this alkaloid which has been isolated from Ungeria trisphaera Bge. It crystallizes as colourless rods from Me2CO and is optically inactive in MeOH. Among the salts that have been prepared are the hydrochloride, m.p. 283-5°C; the hydrobromide, m.p. 272-4°C and the picrate, m.p. 197 -8°C.

Technology Process of Trisphaeridine

There total 2 articles about Trisphaeridine 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: 59.0%

C30H20N2O8 (1101835-58-8) + 1-(4-methoxyphenyl)ethanone (100-06-1) → trisphaeridine (224-11-3) + rac-1-(4-methoxyphenyl)-ethanol (3319-15-1)

Guidance literature:

In acetonitrile; at 20 ℃; for 2h; UV-irradiation; Inert atmosphere;

DOI:10.1016/j.tet.2008.08.112

Reference yield:

N-((6-bromobenzo[d][1,3]dioxol-5-yl)methyl)benzenamine (67342-71-6) → trisphaeridine (224-11-3) + N-(benzo[d][1,3]dioxol-5-ylmethyl)benzenamine (3526-42-9)

Guidance literature:

With potassium tert-butylate; In ammonia; for 2h; Irradiation; Inert atmosphere;

DOI:10.1021/jo9025918

Reference yield: 88.0%

trisphaeridine (224-11-3) + methyl iodide (74-88-4) → N-Methyl-8,9-methylenedioxy-phenantridinium chloride (65367-81-9)

Guidance literature:

trisphaeridine; methyl iodide; In toluene; for 12h; Inert atmosphere;

With silver(I) chloride; In water;

DOI:10.1039/c9cc05717j

upstream raw materials:

C₃₀H₂₀N₂O₈

1-(4-methoxyphenyl)ethanone

N-((6-bromobenzo[d][1,3]dioxol-5-yl)methyl)benzenamine

Downstream raw materials:

7,11-diphenyl-[1,3]dioxolo[4,5-j]phenanthridine

7,11-bis(4-biphenyl)-[1,3]dioxolo[4,5-j]phenanthridine

7,11-bis(4-chlorophenyl)-[1,3]dioxolo[4,5-j]phenanthridine

7,11-bis(4-cyanophenyl)-[1,3]dioxolo[4,5-j]phenanthridine

Refernces

• 1、 Portela-Cubillo, Fernando,Lymer, James,Scanlan, Eoin M.,Scott, Jackie S.,Walton, John C.. "Dioxime oxalates; new iminyl radical precursors for syntheses of N-heterocycles". scheme or table. p. 11908 - 11916. Retrieved 2009/04/06.