2-Methyl-1,4-dihydroisoquinolin-3(2H)-one

Base Information

• Chemical Name: 2-Methyl-1,4-dihydroisoquinolin-3(2H)-one
• CAS No.: 6798-05-6
• Molecular Formula: C10H11NO
• Molecular Weight: 161.203
• Hs Code.: 2933790090
• European Community (EC) Number: 899-531-6
• ChEMBL ID: CHEMBL4520043
• DSSTox Substance ID: DTXSID10461163
• Nikkaji Number: J1.610.493K
• Wikidata: Q82285422
• Mol file: 6798-05-6.mol

Synonyms:2-Methyl-1,4-dihydroisoquinolin-3(2H)-one;6798-05-6;2-Methyl-1,2,3,4-tetrahydroisoquinolin-3-one;2-methyl-1,4-dihydroisoquinolin-3-one;SCHEMBL677618;CHEMBL4520043;CN1CC2=CC=CC=C2CC1=O;DTXSID10461163;MFCD13179353;AKOS022189436;AT40537;EN300-112585

Chemical Property of 2-Methyl-1,4-dihydroisoquinolin-3(2H)-one

Chemical Property:

• Vapor Pressure: 0.00026mmHg at 25°C
• Boiling Point: 323.5oC at 760 mmHg
• Flash Point: 133.8oC
• PSA: 20.31000
• Density: 1.12g/cm3
• LogP: 1.13900
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 161.084063974
• Heavy Atom Count: 12
• Complexity: 190

Purity/Quality:

98.5% ^*data from raw suppliers

2-Methyl-1,4-dihydroisoquinolin-3(2H)-one 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1CC2=CC=CC=C2CC1=O

Technology Process of 2-Methyl-1,4-dihydroisoquinolin-3(2H)-one

There total 5 articles about 2-Methyl-1,4-dihydroisoquinolin-3(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: 40.0%

1-(2-(bromomethyl)phenyl)propan-2-one (1334292-32-8) → 2-acetylisoindoline (18913-38-7) + 2-methyl-1,4-dihydro-2H-isoquinolin-3-one (6798-05-6) + 1-(2-(azidomethyl)phenyl)propan-2-one (1334292-89-5)

Guidance literature:

1-(2-(bromomethyl)phenyl)propan-2-one; With tetrabutylammoniun azide; In acetonitrile; Inert atmosphere; Microwave irradiation;

With trifluoroacetic acid; In acetonitrile; under 2068.65 Torr; Microwave irradiation; Inert atmosphere;

DOI:10.1002/chem.201100768

Reference yield:

N-(2-Bromo-benzyl)-N-methyl-acetamide → 2-methyl-1,4-dihydro-2H-isoquinolin-3-one (6798-05-6) + N-benzyl-N-methylacetamide (29823-47-0)

Guidance literature:

With (1E,4E)-1,5-diphenylpenta-1,4-dien-3-one palladium(II) complex; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate; In 1,4-dioxane; at 100 ℃; for 0.5h;

DOI:10.1021/jo980611y

Reference yield:

1-(2-(azidomethyl)phenyl)propan-2-one (1334292-89-5) → 2-acetylisoindoline (18913-38-7) + 2-methyl-1,4-dihydro-2H-isoquinolin-3-one (6798-05-6)

Guidance literature:

With 1,1,1,3',3',3'-hexafluoro-propanol; acetyl chloride; In dichloromethane; at 25 ℃; for 24h; Time; Reagent/catalyst; Overall yield = 68 %; Overall yield = 0.0437 g; regioselective reaction; Inert atmosphere;

DOI:10.1021/ja402848c

upstream raw materials:

1-(2-(bromomethyl)phenyl)propan-2-one

1-(2-methylphenyl)acetone

1-(2-(azidomethyl)phenyl)propan-2-one

Downstream raw materials:

C₁₆H₁₄ClNO

4-(4-chlorophenyl)-2-methyl-1,2,3,4-tetrahydroisoquinoline

C₁₉H₁₆N₂O

C₁₉H₁₈N₂