1-(2-Chlorophenyl)-3,4-dihydroisoquinoline

Base Information

• Chemical Name: 1-(2-Chlorophenyl)-3,4-dihydroisoquinoline
• CAS No.: 174784-50-0
• Molecular Formula: C15H12 Cl N
• Molecular Weight: 241.72
• Hs Code.: 2933499090
• DSSTox Substance ID: DTXSID30440798
• Nikkaji Number: J3.099.240G
• Wikidata: Q82257211
• Mol file: 174784-50-0.mol

Synonyms:1-(2-chlorophenyl)-3,4-dihydroisoquinoline;174784-50-0;1-(2-Chloro-phenyl)-3,4-dihydro-isoquinoline;DTXSID30440798;5-BENZYL-3,6-DIOXO-2-PIPERAZINEACETICACID;A924736;J-011034

Chemical Property of 1-(2-Chlorophenyl)-3,4-dihydroisoquinoline

Chemical Property:

• PSA: 12.36000
• LogP: 3.16910
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 241.0658271
• Heavy Atom Count: 17
• Complexity: 299

Purity/Quality:

98.5% ^*data from raw suppliers

1-(2-Chlorophenyl)-3,4-dihydroisoquinoline 97% ^*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)C3=CC=CC=C3Cl

Technology Process of 1-(2-Chlorophenyl)-3,4-dihydroisoquinoline

There total 9 articles about 1-(2-Chlorophenyl)-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: 95.0%

C22H20ClNO2S (1190876-34-6) → 1-(2-chlorophenyl)-3,4-dihydroisoquinoline (174784-50-0)

Guidance literature:

With sodium hydroxide; In water; dimethyl sulfoxide; at 70 ℃; for 1.5h; regiospecific reaction;

DOI:10.1080/00397911.2011.568659

Reference yield: 79.0%

1-o-chlorophenyl-1,2,3,4-tetrahydroisoquinoline (304463-94-3) → 1-(2-chlorophenyl)-3,4-dihydroisoquinoline (174784-50-0)

Guidance literature:

With N,N-dimethyl-formamide; at 100 ℃; for 24h; chemoselective reaction; Schlenk technique; Green chemistry;

DOI:10.1016/j.tetlet.2016.01.008

Reference yield: 72.0%

N-(2-phenylethyl)-o-chlorobenzamide (38925-70-1) → 1-(2-chlorophenyl)-3,4-dihydroisoquinoline (174784-50-0)

Guidance literature:

With phosphorus pentoxide; In xylene; Heating;

DOI:10.1007/BF02256866

upstream raw materials:

N-(2-phenylethyl)-o-chlorobenzamide

o-chlorobenzoyl chloride

ortho-chlorobenzoic acid

phenethylamine

Downstream raw materials:

2-(3,4-dihydro-isoquinolin-1-yl)-N-methyl-aniline

1-o-chlorophenyl-1,2,3,4-tetrahydroisoquinoline

1-(2-chlorophenyl)isoquinoline

Refernces

• 1、 Feng, Guang-Shou,Ji, Yue,Liu, Hui-Fang,Shi, Lei,Zhou, Yong-Gui. "Solvent-promoted highly selective dehydrogenation of tetrahydroisoquinolines without catalyst and hydrogen acceptor". supporting information. p. 747 - 749. Retrieved 2016/02/05.
• 2、 Dong, Jing,Shi, Xiao-Xin,Xing, Jing,Yan, Jing-Jing. "Mild and efficient syntheses of 1-aryl-3,4-dihydroisoquinolines and 1-aryl-3,4-dihydro-β-carbolines via regiospecific β-eliminations of the corresponding N-tosyl-1,2,3,4-tetrahydroisoquinolines and N-tosyl-1,2,3,4-tetrahydro-β-carbolines". experimental part. p. 2806 - 2817. Retrieved 2012/07/16.