Acronycidine

Base Information

• Chemical Name: Acronycidine
• CAS No.: 521-43-7
• Molecular Formula: C15H15NO5
• Molecular Weight: 289.2833
• NSC Number: 30619
• DSSTox Substance ID: DTXSID10200099
• Nikkaji Number: J585.264A
• Wikidata: Q27105666
• Metabolomics Workbench ID: 52924
• Mol file: 521-43-7.mol

Synonyms:Acronycidine;521-43-7;5,7,8-Trimethoxydictamnine;4,5,7,8-tetramethoxyfuro[2,3-b]quinoline;Furo(2,3-b)quinoline, 4,5,7,8-tetramethoxy-;BRN 0302664;4,5,7,8-Tetramethoxyfuro(2,3-b)quinoline;4,5,7,8-tetramethoxy-furo[2,3-b]quinoline;4-27-00-02314 (Beilstein Handbook Reference);Furo[2,3-b]quinoline, 4,5,7,8-tetramethoxy-;CHEBI:2436;Trimethoxydictamnine, 5,7,8-;DTXSID10200099;NSC30619;NSC 30619;NSC-30619;AKOS040754652;LS-70936;Q27105666

Chemical Property of Acronycidine

Chemical Property:

• Vapor Pressure: 9.92E-08mmHg at 25°C
• Boiling Point: 446°Cat760mmHg
• Flash Point: 223.5°C
• Density: 1.259g/cm³
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 289.09502258
• Heavy Atom Count: 21
• Complexity: 355

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=C(C2=C1C(=C3C=COC3=N2)OC)OC)OC

Technology Process of Acronycidine

There total 4 articles about Acronycidine 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:

4,5,7,8-tetramethoxy-2,3-dihydro-furo[2,3-b]quinoline (1723-07-5) → acronycidine (521-43-7)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In benzene;

DOI:10.1246/bcsj.47.2895

Reference yield:

3-(2-hydroxy-ethyl)-4,5,7,8-tetramethoxy-1H-quinolin-2-one (1723-04-2) → acronycidine (521-43-7)

Guidance literature:

Multi-step reaction with 2 steps

1: polyphosphate ester / 2 h / 120 - 130 °C

2: 2,3-dichloro-5,6-dicyanobenzoquinone / benzene

With polyphosphate ester; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In benzene;

DOI:10.1246/bcsj.47.2895

Reference yield:

diazomethane (186581-53-3,908094-01-9,334-88-3) + 5,7,8-trimethoxy-9H-furo[2,3-b]quinolin-4-one (32255-75-7) → acronycidine (521-43-7)

Guidance literature:

In methanol; diethyl ether;

upstream raw materials:

diazomethane

5,7,8-trimethoxy-9H-furo[2,3-b]quinolin-4-one

4,5,7,8-tetramethoxy-2,3-dihydro-furo[2,3-b]quinoline

3-(2-hydroxy-ethyl)-4,5,7,8-tetramethoxy-1H-quinolin-2-one

Downstream raw materials:

Isoacronycidin

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