N-(4-Chlorobenzylidene)-3,4-dimethoxyphenethylamine

Base Information

• Chemical Name: N-(4-Chlorobenzylidene)-3,4-dimethoxyphenethylamine
• CAS No.: 15994-13-5
• Molecular Formula: C17H18 Cl N O2
• Molecular Weight: 303.788
• European Community (EC) Number: 653-802-3
• NSC Number: 164996
• DSSTox Substance ID: DTXSID60304258
• Mol file: 15994-13-5.mol

Synonyms:15994-13-5;NSC164996;DTXSID60304258;AKOS024333881;NSC-164996;N-(4-Chlorobenzylidene)-2-(3,4-dimethoxyphenyl)ethanamine;N-(4-CHLOROBENZYLIDENE)-3,4-DIMETHOXYPHENETHYLAMINE;(E)-1-(4-Chlorophenyl)-N-[2-(3,4-dimethoxyphenyl)ethyl]methanimine

Chemical Property of N-(4-Chlorobenzylidene)-3,4-dimethoxyphenethylamine

Chemical Property:

• Vapor Pressure: 5.87E-07mmHg at 25°C
• Boiling Point: 422.6°C at 760 mmHg
• Flash Point: 209.4°C
• Density: 1.1g/cm³
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 303.1026065
• Heavy Atom Count: 21
• Complexity: 316

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)CCN=CC2=CC=C(C=C2)Cl)OC

Technology Process of N-(4-Chlorobenzylidene)-3,4-dimethoxyphenethylamine

There total 1 articles about N-(4-Chlorobenzylidene)-3,4-dimethoxyphenethylamine 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: 90.0%

4-chlorobenzaldehyde (104-88-1) + 2-(3,4-dimethoxyphenyl)-ethylamine (120-20-7) → N-(4-chlorobenzylidene)-2-(3,4-dimethoxyphenyl)ethanamine (15994-13-5)

Guidance literature:

In ethanol; Reflux;

DOI:10.1007/s00044-015-1474-x

Reference yield: 84.0%

N-(4-chlorobenzylidene)-2-(3,4-dimethoxyphenyl)ethanamine (15994-13-5) + 2-(1,3-dioxo-1,3,3a,4,7,7a-hexahydro-2H-4,7-methanoisoindol-2-yl)acetic acid (165035-09-6) → 2-(2-(4-chlorophenyl)-1-(3,4-dimethoxyphenethyl)-4-oxoazetidin-3-yl)-3a,4,7,7a-tetrahydro-1H-4,7-methanoisoindole-1,3(2H)-dione

Guidance literature:

With triethylamine; p-toluenesulfonyl chloride; In dichloromethane; at 20 ℃; for 24h;

DOI:10.1007/s00044-015-1474-x

Reference yield:

N-(4-chlorobenzylidene)-2-(3,4-dimethoxyphenyl)ethanamine (15994-13-5) → 1-(4-chlorophenyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline (55507-15-8)

Guidance literature:

N-(4-chlorobenzylidene)-2-(3,4-dimethoxyphenyl)ethanamine; With trifluoroacetic acid; at 90 ℃; for 0.0833333h; under 10343.2 Torr; Microwave irradiation;

With sodium hydroxide; In water;

DOI:10.1016/j.bmc.2009.03.066

upstream raw materials:

4-chlorobenzaldehyde

2-(3,4-dimethoxyphenyl)-ethylamine

Downstream raw materials:

1-(4-chlorophenyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline

6,7-dimethoxy-1-<(para-chloro)phenyl>-3,4-dihydroisoquinoline

(R,S)-1-(4'-chlorophenyl)-6,7-dimethoxy-3,4-dihydroisoquinoline-2(1H)-sulfonamide