Furo(2,3-b)quinolin-4(9H)-one, 6,8-dimethoxy-9-methyl-

Base Information

• Chemical Name: Furo(2,3-b)quinolin-4(9H)-one, 6,8-dimethoxy-9-methyl-
• CAS No.: 518-96-7
• Molecular Formula: C14H13NO4
• Molecular Weight: 259.2573
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID00199741
• Wikidata: Q83072684
• Mol file: 518-96-7.mol

Synonyms:Isomaculosidine;518-96-7;Furo(2,3-b)quinolin-4(9H)-one, 6,8-dimethoxy-9-methyl-;6,8-dimethoxy-9-methylfuro[2,3-b]quinolin-4-one;DTXSID00199741;HY-N3473;AKOS032949112;CS-0024330;B2703-477607

Chemical Property of Furo(2,3-b)quinolin-4(9H)-one, 6,8-dimethoxy-9-methyl-

Chemical Property:

• Vapor Pressure: 9.6E-08mmHg at 25°C
• Melting Point: 168-170℃
• Boiling Point: 434.3°Cat760mmHg
• PKA: 1.65±0.20(Predicted)
• Flash Point: 216.4°C
• PSA: 53.60000
• Density: 1.268g/cm³
• LogP: 2.30190
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 259.08445790
• Heavy Atom Count: 19
• Complexity: 361

Purity/Quality:

98%min ^*data from raw suppliers

Isomaculosidine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C2=C(C=C(C=C2OC)OC)C(=O)C3=C1OC=C3
• Description: This alkaloid is very hygroscopic and difficult to obtain crystalline. It occurs in the roots of Dictamnus albus and is somewhat unstable, turning red on exposure to light. Isolation under mild conditions show it to be a true alkaloid and not an artifact.

Technology Process of Furo(2,3-b)quinolin-4(9H)-one, 6,8-dimethoxy-9-methyl-

There total 5 articles about Furo(2,3-b)quinolin-4(9H)-one, 6,8-dimethoxy-9-methyl- 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:

3-hydroxy-6,8-dimethoxy-9-methyl-3,9-dihydro-2H-furo[2,3-b]quinolin-4-one (95845-78-6) → isomaculosidine (518-96-7)

Guidance literature:

With potassium hydrogensulfate; In 1,4-dioxane;

Reference yield:

ethyl 2-[(2,4-dimethoxyphenyl)amino]-4-oxo-4,5-dihydrofuran-3-carboxylate (92647-60-4) → isomaculosidine (518-96-7)

Guidance literature:

Multi-step reaction with 4 steps

1: diphenyl ether

2: methanol; diethyl ether

3: NaBH₄ / methanol

4: KHSO₄ / dioxane

With sodium tetrahydroborate; potassium hydrogensulfate; In 1,4-dioxane; methanol; diphenylether; diethyl ether;

Reference yield:

6,8-dimethoxy-furo[2,3-b]quinoline-3,4-diol (94406-94-7) → isomaculosidine (518-96-7)

Guidance literature:

Multi-step reaction with 3 steps

1: methanol; diethyl ether

2: NaBH₄ / methanol

3: KHSO₄ / dioxane

With sodium tetrahydroborate; potassium hydrogensulfate; In 1,4-dioxane; methanol; diethyl ether;

upstream raw materials:

3-hydroxy-6,8-dimethoxy-9-methyl-3,9-dihydro-2H-furo[2,3-b]quinolin-4-one

methyl iodide

ethyl 2-[(2,4-dimethoxyphenyl)amino]-4-oxo-4,5-dihydrofuran-3-carboxylate

6,8-dimethoxy-furo[2,3-b]quinoline-3,4-diol