S-[1-(cyanomethyl)-4-(4-methoxyphenyl)-4-oxobutyl]-O-ethyl dithiocarbonate

Base Information

• Chemical Name: S-[1-(cyanomethyl)-4-(4-methoxyphenyl)-4-oxobutyl]-O-ethyl dithiocarbonate
• CAS No.: 1384168-58-4
• Molecular Formula: C₁₆H₁₉NO₃S₂
• Molecular Weight: 337.464
• Mol file: 1384168-58-4.mol

Synonyms:S-[1-(cyanomethyl)-4-(4-methoxyphenyl)-4-oxobutyl]-O-ethyl dithiocarbonate

Chemical Property of S-[1-(cyanomethyl)-4-(4-methoxyphenyl)-4-oxobutyl]-O-ethyl dithiocarbonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of S-[1-(cyanomethyl)-4-(4-methoxyphenyl)-4-oxobutyl]-O-ethyl dithiocarbonate

There total 1 articles about S-[1-(cyanomethyl)-4-(4-methoxyphenyl)-4-oxobutyl]-O-ethyl dithiocarbonate 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: 98.0%

O-ethyl S-2-(4-methoxyphenyl)-2-oxoethyl carbonodithioate (93624-01-2) + but-3-enenitrile (109-75-1) → S-[1-(cyanomethyl)-4-(4-methoxyphenyl)-4-oxobutyl]-O-ethyl dithiocarbonate (1384168-58-4)

Guidance literature:

O-ethyl S-2-(4-methoxyphenyl)-2-oxoethyl carbonodithioate; but-3-enenitrile; In ethyl acetate; for 0.25h; Reflux; Inert atmosphere;

With dilauryl peroxide; Concentration; Reflux;

Reference yield:

S-[1-(cyanomethyl)-4-(4-methoxyphenyl)-4-oxobutyl]-O-ethyl dithiocarbonate (1384168-58-4) → (7-methoxy-1-naphthyl)acetonitrile (138113-08-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: chlorobenzene / 0.25 h / Reflux; Inert atmosphere

1.2: Reflux

2.1: aluminum isopropoxide / isopropyl alcohol / 20 °C / Reflux

2.2: 1 h / Dean-Stark; Reflux

3.1: chloranil / toluene / 2.5 h / 80 °C

With aluminum isopropoxide; chloranil; In chlorobenzene; isopropyl alcohol; toluene;

Reference yield:

S-[1-(cyanomethyl)-4-(4-methoxyphenyl)-4-oxobutyl]-O-ethyl dithiocarbonate (1384168-58-4) → agomelatine (138112-76-2)

Guidance literature:

Multi-step reaction with 4 steps

1.1: chlorobenzene / 0.25 h / Reflux; Inert atmosphere

1.2: Reflux

2.1: aluminum isopropoxide / isopropyl alcohol / 20 °C / Reflux

2.2: 1 h / Dean-Stark; Reflux

3.1: chloranil / toluene / 2.5 h / 80 °C

4.1: hydrogen / ethanol; water / 70 °C / 22502.3 Torr

With hydrogen; aluminum isopropoxide; chloranil; In ethanol; water; chlorobenzene; isopropyl alcohol; toluene;

upstream raw materials:

O-ethyl S-2-(4-methoxyphenyl)-2-oxoethyl carbonodithioate

but-3-enenitrile

Downstream raw materials:

(7-methoxy-1-naphthyl)acetonitrile

agomelatine

Refernces