[3-(1-oxo-1,3-dihydro-1H-isoindol-2-yl)-2,6-dioxopiperidin-1-yl]methylcyclohexyldithiocarbamate

Base Information

• Chemical Name: [3-(1-oxo-1,3-dihydro-1H-isoindol-2-yl)-2,6-dioxopiperidin-1-yl]methylcyclohexyldithiocarbamate
• CAS No.: 1320353-01-2
• Molecular Formula: C₂₁H₂₅N₃O₃S₂
• Molecular Weight: 431.58
• Mol file: 1320353-01-2.mol

Synonyms:[3-(1-oxo-1,3-dihydro-1H-isoindol-2-yl)-2,6-dioxopiperidin-1-yl]methylcyclohexyldithiocarbamate

Chemical Property of [3-(1-oxo-1,3-dihydro-1H-isoindol-2-yl)-2,6-dioxopiperidin-1-yl]methylcyclohexyldithiocarbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [3-(1-oxo-1,3-dihydro-1H-isoindol-2-yl)-2,6-dioxopiperidin-1-yl]methylcyclohexyldithiocarbamate

There total 5 articles about [3-(1-oxo-1,3-dihydro-1H-isoindol-2-yl)-2,6-dioxopiperidin-1-yl]methylcyclohexyldithiocarbamate 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: 66.7%

carbon disulfide (75-15-0,12122-00-8) + 2-(1-chloromethyl-2,6-dioxopiperidin-3-yl)phthalimidine (1320353-00-1) + cyclohexylamine (108-91-8,157973-60-9) → [3-(1-oxo-1,3-dihydro-1H-isoindol-2-yl)-2,6-dioxopiperidin-1-yl]methylcyclohexyldithiocarbamate (1320353-01-2)

Guidance literature:

In acetonitrile; at 20 ℃; for 42.5h; Inert atmosphere;

DOI:10.1016/j.bmc.2011.05.029

Reference yield:

1-hydroxymethyl-3-(tert-butoxycarbonylamino)-2,6-dioxopiperidine (1320352-96-2) → [3-(1-oxo-1,3-dihydro-1H-isoindol-2-yl)-2,6-dioxopiperidin-1-yl]methylcyclohexyldithiocarbamate (1320353-01-2)

Guidance literature:

Multi-step reaction with 4 steps

1: thionyl chloride / N,N-dimethyl-formamide / 0 °C

2: dichloromethane / 20 °C / Inert atmosphere

3: tetrahydrofuran / 71 h / 20 °C / Inert atmosphere

4: acetonitrile / 42.5 h / 20 °C / Inert atmosphere

With thionyl chloride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/j.bmc.2011.05.029

Reference yield:

(RS)-(2,6-dioxopiperidin-3-yl)carbamic acid tert-butyl ester (31140-42-8) → [3-(1-oxo-1,3-dihydro-1H-isoindol-2-yl)-2,6-dioxopiperidin-1-yl]methylcyclohexyldithiocarbamate (1320353-01-2)

Guidance literature:

Multi-step reaction with 5 steps

1: water / 0.5 h / Inert atmosphere; Reflux

2: thionyl chloride / N,N-dimethyl-formamide / 0 °C

3: dichloromethane / 20 °C / Inert atmosphere

4: tetrahydrofuran / 71 h / 20 °C / Inert atmosphere

5: acetonitrile / 42.5 h / 20 °C / Inert atmosphere

With thionyl chloride; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/j.bmc.2011.05.029

upstream raw materials:

carbon disulfide

2-(1-chloromethyl-2,6-dioxopiperidin-3-yl)phthalimidine

cyclohexylamine

1-hydroxymethyl-3-(tert-butoxycarbonylamino)-2,6-dioxopiperidine