2,3-Dimethoxy-9H-benzo[c][1,3]dioxolo[4,5-j]phenanthridine

Base Information

• Chemical Name: 2,3-Dimethoxy-9H-benzo[c][1,3]dioxolo[4,5-j]phenanthridine
• CAS No.: 51116-29-1
• Molecular Formula: C₂₀H₁₅NO₄
• Molecular Weight: 333.343
• NSC Number: 174495
• DSSTox Substance ID: DTXSID80306158
• Nikkaji Number: J743.711K
• Wikidata: Q82053109
• Mol file: 51116-29-1.mol

Synonyms:51116-29-1;NSC174495;DTXSID80306158;NSC-174495;2,3-Dimethoxy-9H-benzo[c][1,3]dioxolo[4,5-j]phenanthridine

Chemical Property of 2,3-Dimethoxy-9H-benzo[c][1,3]dioxolo[4,5-j]phenanthridine

Chemical Property:

• Vapor Pressure: 9.27E-12mmHg at 25°C
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 333.10010796
• Heavy Atom Count: 25
• Complexity: 488

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=C(C=C2C(=C1)C=CC3=C2N=CC4=CC5=C(C=C34)OCO5)OC

Technology Process of 2,3-Dimethoxy-9H-benzo[c][1,3]dioxolo[4,5-j]phenanthridine

There total 23 articles about 2,3-Dimethoxy-9H-benzo[c][1,3]dioxolo[4,5-j]phenanthridine 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: 98.0%

N-(2-Benzo[1,3]dioxol-5-yl-6,7-dimethoxy-naphthalen-1-yl)-formamide (180411-20-5) → norallonitidine (51116-29-1)

Guidance literature:

With trichlorophosphate; In acetonitrile; for 0.833333h;

DOI:10.1039/p19960001647

Reference yield: 75.0%

2,3-Dimethoxy-12,13-dihydro-8,10-dioxa-5-aza-cyclopenta[b]chrysene (98799-57-6) → norallonitidine (51116-29-1)

Guidance literature:

palladium on activated charcoal; at 250 ℃; for 4h;

DOI:10.1021/jo00224a057

Reference yield: 72.0%

naphtho[2,3-d][1,3]dioxol-5-yl trifluoromethanesulfonate (1270093-14-5) + (2-bromo-4,5-dimethoxyphenyl)methanamine (89525-51-9) → norallonitidine (51116-29-1)

Guidance literature:

With norbornene; palladium diacetate; caesium carbonate; triphenylphosphine; In acetonitrile; at 90 ℃; Schlenk technique; Inert atmosphere;

DOI:10.3987/COM-13-S(S)62

upstream raw materials:

2,3-dimethoxy-4b,11b,12,13-tetrahydro-benzo[c][1,3]dioxolo[4,5-j]phenanthridine

2,3-Dimethoxy-12,13-dihydro-8,10-dioxa-5-aza-cyclopenta[b]chrysene

N-(2-Benzo[1,3]dioxol-5-yl-6,7-dimethoxy-naphthalen-1-yl)-formamide

2-formyl-4,5-(methylenedioxy)benzeneboronic acid

Downstream raw materials:

2,3,6-trimethoxy-5-methyl-5,6-dihydro-benzo[c][1,3]dioxolo[4,5-j]phenanthridine