1-(Chloromethyl)-3,4-dihydroisoquinoline

Base Information

• Chemical Name: 1-(Chloromethyl)-3,4-dihydroisoquinoline
• CAS No.: 36177-79-4
• Molecular Formula: C10H10 Cl N
• Molecular Weight: 179.649
• Hs Code.: 2933499090
• DSSTox Substance ID: DTXSID20547780
• Nikkaji Number: J810.670C
• Wikidata: Q82426230
• Mol file: 36177-79-4.mol

Synonyms:1-(chloromethyl)-3,4-dihydroisoquinoline;36177-79-4;SCHEMBL9815282;DTXSID20547780;AKOS001289631;1-chloromethyl-3,4-dihydroisoquinoline;1-(Chloromethyl)-3,4-dihydro-isoquinoline;EN300-26193;G21102;J-503536;Z221421632

Chemical Property of 1-(Chloromethyl)-3,4-dihydroisoquinoline

Chemical Property:

• Vapor Pressure: 0.014mmHg at 25°C
• Refractive Index: 1.596
• Boiling Point: 266.7°Cat760mmHg
• Flash Point: 115.1°C
• PSA: 12.36000
• Density: 1.19g/cm³
• LogP: 1.70620
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 179.0501770
• Heavy Atom Count: 12
• Complexity: 188

Purity/Quality:

98.5% ^*data from raw suppliers

1-(chloromethyl)-3,4-dihydroisoquinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CN=C(C2=CC=CC=C21)CCl

Technology Process of 1-(Chloromethyl)-3,4-dihydroisoquinoline

There total 2 articles about 1-(Chloromethyl)-3,4-dihydroisoquinoline 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: 91.0%

2-chloro-N-phenethylacetamide (13156-95-1) → 1-chloromethyl-3,4-dihydro-isoquinoline (36177-79-4)

Guidance literature:

With phosphorus pentoxide; In o-xylene; for 1h; Reflux;

DOI:10.1016/j.tetlet.2009.03.211

Reference yield:

phenethylamine (64-04-0) → 1-chloromethyl-3,4-dihydro-isoquinoline (36177-79-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / aq. K₂CO₃ (50 percent) / CH₂Cl₂ / 20 °C

2: P₂O₅ / xylene / 140 °C

With phosphorus pentoxide; potassium carbonate; In dichloromethane; xylene; 1: Acylation / 2: Cyclization;

Reference yield: 84.0%

1-chloromethyl-3,4-dihydro-isoquinoline (36177-79-4) → 1-methylisoquinoline (1721-93-3)

Guidance literature:

With potassium tert-butylate; In diethyl ether; at 20 ℃; for 30h;

DOI:10.1016/j.tetlet.2009.03.211

upstream raw materials:

2-chloro-N-phenethylacetamide

phenethylamine

Downstream raw materials:

1-[N-methyl-(2-phenylethyl)amino]methyl-1,2,3,4-tetrahydroisoquinoline

1-methylisoquinoline