6,7-Dimethoxyisoquinolin-1(2H)-one

Base Information

• Chemical Name: 6,7-Dimethoxyisoquinolin-1(2H)-one
• CAS No.: 16101-63-6
• Molecular Formula: C11H11 N O3
• Molecular Weight: 205.213
• Hs Code.: 2933790090
• European Community (EC) Number: 622-660-4
• DSSTox Substance ID: DTXSID10391355
• Nikkaji Number: J2.869.461J
• Wikidata: Q82188766
• Mol file: 16101-63-6.mol

Synonyms:16101-63-6;6,7-Dimethoxyisoquinolin-1(2H)-one;6,7-Dimethoxy-1(2H)-Isoquinolone;6,7-dimethoxy-2H-isoquinolin-1-one;6,7-dimethoxy-1,2-dihydroisoquinolin-1-one;2H-Isoquinolin-1-one, 6,7-dimethoxy-;6,7-Dimethoxy-isoquinolinone;6,7-dimethoxyisoquinolin-1-ol;SCHEMBL3951034;SCHEMBL15647963;DTXSID10391355;MFCD00086979;6,7-dimethoxy-1(2H)-isoquinolinone;6,7-Dimethoxyisoquinoline-1(2H)-one;AKOS015951300;6,7-dimethoxy-isoquinolin-1(2H)-one;TS-02920;CS-0147890;FT-0692838;EN300-202442

Chemical Property of 6,7-Dimethoxyisoquinolin-1(2H)-one

Chemical Property:

• Vapor Pressure: 9.66E-09mmHg at 25°C
• Melting Point: 237-238 °C(Solv: chloroform (67-66-3))
• Refractive Index: 1.558
• Boiling Point: 462.7°C at 760 mmHg
• PKA: 12.17±0.20(Predicted)
• Flash Point: 233.6°C
• PSA: 51.32000
• Density: 1.206g/cm³
• LogP: 1.54530
• Storage Temp.: 2-8°C
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 205.07389321
• Heavy Atom Count: 15
• Complexity: 277

Purity/Quality:

98%,99%, ^*data from raw suppliers

6,7-Dimethoxy-1(2H)-isoquinolone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C2C(=C1)C=CNC2=O)OC

Technology Process of 6,7-Dimethoxyisoquinolin-1(2H)-one

There total 3 articles about 6,7-Dimethoxyisoquinolin-1(2H)-one 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%

6,7-dimethoxy-3,4-dihydro-2H-isoquinolin-1-one (493-49-2) → 6,7-dimethoxyisoquinoline-1(2H)-one (16101-63-6)

Guidance literature:

With palladium 10% on activated carbon; at 150 ℃; for 0.5h; Neat (no solvent);

DOI:10.1021/jo100980p

Reference yield:

6,7-dimethoxy-3,4-dihydro-2H-isoquinolin-1-one (493-49-2) → 6,7-dimethoxy-isoquinolin-1-ol (16101-63-6)

Guidance literature:

With palladium on activated charcoal; at 200 - 240 ℃; Unter Stickstoff;

Reference yield:

3,4-dimethoxyhomophthalic anhydride (5653-42-9) → 6,7-dimethoxyisoquinoline-1(2H)-one (16101-63-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 2. liquor ammonia / 1. pyridine/CHCl₃/room temperature/45 min 2. heating on a boiling water-bath/2 h

2: 0.7 g / SeO₂ / dioxane / 9 h / Heating

3: 30percent aq. NaOH / 1 h

4: 0.25 h / 350 °C

With sodium hydroxide; selenium(IV) oxide; ammonia; In 1,4-dioxane;

upstream raw materials:

6,7-dimethoxy-3,4-dihydro-2H-isoquinolin-1-one

3,4-dimethoxyhomophthalic anhydride

Downstream raw materials:

1-chloro-6,7-dimethoxyisoquinoline

6,7-dimethoxy-3,4-dihydro-2H-isoquinolin-1-one

[6,7-dimethoxy-1-(3-methoxy-benzoyl)-isoquinolin-4-yl]-carbamic acid methyl ester

N-[6,7-dimethoxy-1-(3-methoxy-benzoyl)-isoquinolin-4-yl]-acetamide

Refernces

• 1、 Modi, A. R.,Tirodkar, R. B.,Usgaonkar, R. N.. "Synthesis of 6,7-Dimethoxyisoquinolones and of 6,7-Dimethoxy-2-methyl-1(2H)-isoquinolone, an Alkaloid of Hernandia ovigera". . p. 813 - 815. Retrieved 2007/10/02.