3-[{3-[(E)-2-(7-Chloro-quinolin-2-yl)-vinyl]-phenyl}-(2-dimethylcarbamoyl-ethylsulfanyl)-methylsulfanyl]-N,N-dimethyl-propionamide

Base Information

• Chemical Name: 3-[{3-[(E)-2-(7-Chloro-quinolin-2-yl)-vinyl]-phenyl}-(2-dimethylcarbamoyl-ethylsulfanyl)-methylsulfanyl]-N,N-dimethyl-propionamide
• CAS No.: 120578-05-4
• Molecular Formula: C₂₈H₃₂ClN₃O₂S₂
• Molecular Weight: 542.166
• Mol file: 120578-05-4.mol

Synonyms:3-[{3-[(E)-2-(7-Chloro-quinolin-2-yl)-vinyl]-phenyl}-(2-dimethylcarbamoyl-ethylsulfanyl)-methylsulfanyl]-N,N-dimethyl-propionamide

Chemical Property of 3-[{3-[(E)-2-(7-Chloro-quinolin-2-yl)-vinyl]-phenyl}-(2-dimethylcarbamoyl-ethylsulfanyl)-methylsulfanyl]-N,N-dimethyl-propionamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-[{3-[(E)-2-(7-Chloro-quinolin-2-yl)-vinyl]-phenyl}-(2-dimethylcarbamoyl-ethylsulfanyl)-methylsulfanyl]-N,N-dimethyl-propionamide

There total 6 articles about 3-[{3-[(E)-2-(7-Chloro-quinolin-2-yl)-vinyl]-phenyl}-(2-dimethylcarbamoyl-ethylsulfanyl)-methylsulfanyl]-N,N-dimethyl-propionamide 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: 61.0%

Methyl 3-mercaptopropionate (2935-90-2) + 3-({3-[(E)-2-(7-Chloro-quinolin-2-yl)-vinyl]-phenyl}-trimethylsilanyloxy-methylsulfanyl)-N,N-dimethyl-propionamide (120578-06-5) → dimethyl 5-<3-<2-(7-chloro-2-quinolinyl)-(E)-ethenyl>phenyl>-4,6-dithianonanedioate (120385-96-8) + (+)-methyl 5-(3-(2-(7-chloroquinoline-2-yl)ethenyl)phenyl)-8-dimethylcarbamyl-4,6-dithiaoctanoate (120443-15-4) + 3-[{3-[(E)-2-(7-Chloro-quinolin-2-yl)-vinyl]-phenyl}-(2-dimethylcarbamoyl-ethylsulfanyl)-methylsulfanyl]-N,N-dimethyl-propionamide (120578-05-4)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at -50 ℃; for 16h; Title compound not separated from byproducts;

DOI:10.1021/jo00276a038

Reference yield:

2-methyl-7-chloroquinoline (4965-33-7) → 3-[{3-[(E)-2-(7-Chloro-quinolin-2-yl)-vinyl]-phenyl}-(2-dimethylcarbamoyl-ethylsulfanyl)-methylsulfanyl]-N,N-dimethyl-propionamide (120578-05-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) acetic anhydride, 2.) acetic acid / 1.) xylene, reflux, 7 h, 2.) reflux

2: imidazole / CH₂Cl₂ / 24 h / 12 - 14 °C

3: BF₃*Et₂O / CH₂Cl₂ / 16 h / -50 °C

With 1H-imidazole; boron trifluoride diethyl etherate; acetic anhydride; acetic acid; In dichloromethane;

DOI:10.1021/jo00276a038

Reference yield:

Isophthalaldehyde (626-19-7) → 3-[{3-[(E)-2-(7-Chloro-quinolin-2-yl)-vinyl]-phenyl}-(2-dimethylcarbamoyl-ethylsulfanyl)-methylsulfanyl]-N,N-dimethyl-propionamide (120578-05-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) acetic anhydride, 2.) acetic acid / 1.) xylene, reflux, 7 h, 2.) reflux

2: imidazole / CH₂Cl₂ / 24 h / 12 - 14 °C

3: BF₃*Et₂O / CH₂Cl₂ / 16 h / -50 °C

With 1H-imidazole; boron trifluoride diethyl etherate; acetic anhydride; acetic acid; In dichloromethane;

DOI:10.1021/jo00276a038

upstream raw materials:

Methyl 3-mercaptopropionate

3-({3-[(E)-2-(7-Chloro-quinolin-2-yl)-vinyl]-phenyl}-trimethylsilanyloxy-methylsulfanyl)-N,N-dimethyl-propionamide

2-methyl-7-chloroquinoline

Isophthalaldehyde