2,3,5,6-Tetrahydro-5-(2,4-dichlorophenyl)-imidazo(2,1-a)isoquinolin-5-ol

Base Information

• Chemical Name: 2,3,5,6-Tetrahydro-5-(2,4-dichlorophenyl)-imidazo(2,1-a)isoquinolin-5-ol
• CAS No.: 56882-51-0
• Molecular Formula: C₁₇H₁₄Cl₂N₂O
• Molecular Weight: 333.217
• DSSTox Substance ID: DTXSID40972318
• Nikkaji Number: J61.473D
• ChEMBL ID: CHEMBL164667
• Mol file: 56882-51-0.mol

Synonyms:BRN 0693955;56882-51-0;2,3,5,6-Tetrahydro-5-(2,4-dichlorophenyl)-imidazo(2,1-a)isoquinolin-5-ol;5-(2,4-Dichlorophenyl)-2,3,5,6-tetrahydroimidazo[2,1-a]isoquinolin-5-ol;Imidazo(2,1-a)isoquinolin-5-ol, 2,3,5,6-tetrahydro-5-(2,4-dichlorophenyl)-;CHEMBL164667;SCHEMBL9693537;DTXSID40972318;LS-77910

Chemical Property of 2,3,5,6-Tetrahydro-5-(2,4-dichlorophenyl)-imidazo(2,1-a)isoquinolin-5-ol

Chemical Property:

• Vapor Pressure: 2.15E-10mmHg at 25°C
• Melting Point: 201 °C (decomp)
• Boiling Point: 489.4°Cat760mmHg
• PKA: 10.43±0.20(Predicted)
• Flash Point: 249.8°C
• PSA: 35.83000
• Density: 1.45g/cm³
• LogP: 2.83050
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 332.0483185
• Heavy Atom Count: 22
• Complexity: 472

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CN2C(=N1)C3=CC=CC=C3CC2(C4=C(C=C(C=C4)Cl)Cl)O

Technology Process of 2,3,5,6-Tetrahydro-5-(2,4-dichlorophenyl)-imidazo(2,1-a)isoquinolin-5-ol

There total 5 articles about 2,3,5,6-Tetrahydro-5-(2,4-dichlorophenyl)-imidazo(2,1-a)isoquinolin-5-ol 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:

2,4 dichlorobenzoic acid (50-84-0) → 5-(2,4-dichlorophenyl)-2,3,5,6-tetrahydroimidazo[2,1-a]isoquinolin-5-ol (56882-51-0)

Guidance literature:

Multi-step reaction with 3 steps

1: SOCl₂ / CH₂Cl₂ / 5 h / Heating

2: benzene; methanol / Ambient temperature

3: 1.) n-BuLi / 1.) THF, hexane, 35 deg C, 4 h, 2.) THF, hexane, -20 deg C, 3 h

With n-butyllithium; thionyl chloride; In methanol; dichloromethane; benzene;

DOI:10.1021/jm00359a025

Reference yield:

2,4-dichlorobenzoyl chloride (89-75-8) → 5-(2,4-dichlorophenyl)-2,3,5,6-tetrahydroimidazo[2,1-a]isoquinolin-5-ol (56882-51-0)

Guidance literature:

Multi-step reaction with 2 steps

1: benzene; methanol / Ambient temperature

2: 1.) n-BuLi / 1.) THF, hexane, 35 deg C, 4 h, 2.) THF, hexane, -20 deg C, 3 h

With n-butyllithium; In methanol; benzene;

DOI:10.1021/jm00359a025

Reference yield:

ethyl 2,4-dichlorobenzoate (56882-52-1) + 2-(o-Tolyl)-2-imidazoline (57327-93-2) → 5-(2,4-dichlorophenyl)-2,3,5,6-tetrahydroimidazo[2,1-a]isoquinolin-5-ol (56882-51-0)

Guidance literature:

With n-butyllithium; Yield given. Multistep reaction; 1.) THF, hexane, 35 deg C, 4 h, 2.) THF, hexane, -20 deg C, 3 h;

DOI:10.1021/jm00359a025

upstream raw materials:

methyl 2,4-dichlorobenzoate

2-(o-Tolyl)-2-imidazoline

ethyl 2,4-dichlorobenzoate

2,4 dichlorobenzoic acid