3-(2-chlorophenothiazin-10-yl)-N-[2-(4-methoxyphenyl)ethyl]-N-methylpropan-1-amine

Base Information

• Chemical Name: 3-(2-chlorophenothiazin-10-yl)-N-[2-(4-methoxyphenyl)ethyl]-N-methylpropan-1-amine
• CAS No.: 311332-84-0
• Molecular Formula: C₂₅H₂₇ClN₂OS
• Molecular Weight: 439.021
• Mol file: 311332-84-0.mol

Synonyms:3-(2-chlorophenothiazin-10-yl)-N-[2-(4-methoxyphenyl)ethyl]-N-methylpropan-1-amine

Chemical Property of 3-(2-chlorophenothiazin-10-yl)-N-[2-(4-methoxyphenyl)ethyl]-N-methylpropan-1-amine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(2-chlorophenothiazin-10-yl)-N-[2-(4-methoxyphenyl)ethyl]-N-methylpropan-1-amine

There total 4 articles about 3-(2-chlorophenothiazin-10-yl)-N-[2-(4-methoxyphenyl)ethyl]-N-methylpropan-1-amine 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: 36.0%

Norchlorpromazine (1225-64-5) + 1-(2-Chloroethyl)-4-methoxybenzene (18217-00-0) → 3-(2-chlorophenothiazin-10-yl)-N-[2-(4-methoxyphenyl)ethyl]-N-methylpropan-1-amine (311332-84-0)

Guidance literature:

Norchlorpromazine; With n-butyllithium; In tetrahydrofuran; hexane; toluene; at -78 ℃; for 1h; Inert atmosphere;

1-(2-Chloroethyl)-4-methoxybenzene; With triisobutylaluminum; In tetrahydrofuran; hexane; toluene; Reflux; Inert atmosphere;

DOI:10.1016/j.ejmech.2017.09.021

Reference yield:

2-(4-Methoxyphenyl)ethanol (702-23-8) → 3-(2-chlorophenothiazin-10-yl)-N-[2-(4-methoxyphenyl)ethyl]-N-methylpropan-1-amine (311332-84-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: phosphorus pentachloride; calcium carbonate / toluene / 3.67 h / 0 - 20 °C / Inert atmosphere

2.1: n-butyllithium / toluene; hexane; tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

2.2: Reflux; Inert atmosphere

With n-butyllithium; phosphorus pentachloride; calcium carbonate; In tetrahydrofuran; hexane; toluene;

DOI:10.1016/j.ejmech.2017.09.021

Reference yield:

chlorpromazine hydrochloride (69-09-0) → 3-(2-chlorophenothiazin-10-yl)-N-[2-(4-methoxyphenyl)ethyl]-N-methylpropan-1-amine (311332-84-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: N,N,N',N'-tetramethyl-1,8-diaminonaphthalene / 1,2-dichloro-ethane / 1 h / Reflux

2.1: 2 h / Reflux

3.1: n-butyllithium / toluene; hexane; tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

3.2: Reflux; Inert atmosphere

With n-butyllithium; N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; In tetrahydrofuran; hexane; 1,2-dichloro-ethane; toluene;

DOI:10.1016/j.ejmech.2017.09.021

upstream raw materials:

Norchlorpromazine

1-(2-Chloroethyl)-4-methoxybenzene

2-(4-Methoxyphenyl)ethanol

chlorpromazine hydrochloride