3-Ethylisoquinoline

Base Information

• Chemical Name: 3-Ethylisoquinoline
• CAS No.: 102878-59-1
• Molecular Formula: C11H11N
• Molecular Weight: 157.21200
• DSSTox Substance ID: DTXSID20553649
• Wikidata: Q82434287
• Mol file: 102878-59-1.mol

Synonyms:3-ETHYLISOQUINOLINE;102878-59-1;SCHEMBL873512;DTXSID20553649

Chemical Property of 3-Ethylisoquinoline

Chemical Property:

• Vapor Pressure: 0.0124mmHg at 25°C
• Boiling Point: 268.8oC at 760 mmHg
• PKA: 5.63±0.30(Predicted)
• Flash Point: 111.4oC
• PSA: 12.89000
• Density: 1.05g/cm3
• LogP: 2.79720
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 157.089149355
• Heavy Atom Count: 12
• Complexity: 144

Purity/Quality:

97% ^*data from raw suppliers

3-ETHYLISOQUINOLINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC1=CC2=CC=CC=C2C=N1

Technology Process of 3-Ethylisoquinoline

There total 10 articles about 3-Ethylisoquinoline 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: 62.0%

N-benzyl-α-ethylaminoacetal (101086-19-5) → 3-Ethyl-isochinolin (102878-59-1)

Guidance literature:

With chlorosulfonic acid; at 100 ℃; for 0.166667h;

Reference yield: 35.0%

C23H20NOP → 3-Ethyl-isochinolin (102878-59-1)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 80 ℃; for 96h; Reagent/catalyst; Inert atmosphere;

DOI:10.1246/BCSJ.20190301

Reference yield:

2-bromobenzaldehyde diethyl acetal (35822-58-3) → 3-Ethyl-isochinolin (102878-59-1)

Guidance literature:

Multi-step reaction with 3 steps

1: magnesium / tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere

2: pyrrolidine / dichloromethane / 24 h / Molecular sieve; Reflux; Inert atmosphere

3: triethylamine / tetrahydrofuran / 96 h / 80 °C / Inert atmosphere

With pyrrolidine; magnesium; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1246/BCSJ.20190301

upstream raw materials:

3-ethyl-1-chloro-isoquinoline

N-benzyl-α-ethylaminoacetal

hydrogen iodide

3-ethyl-isoquinolin-1-ol

Refernces

• 1、 Kido, Kazuko,Watanabe, Yasuo. "A One-Pot Isoquinoline Synthesis by Cyclodehydrogenation of N-Benzyl-α-alkylaminoacetals with Chlorosulfonic Acid: Formation of 3-Alkylisoquinolines". . p. 4964 - 4966. Retrieved 2007/10/02.