S-[4-(dimethylamino)phenyl] N,N-dimethylcarbamothioate

Base Information

• Chemical Name: S-[4-(dimethylamino)phenyl] N,N-dimethylcarbamothioate
• CAS No.: 13512-02-2
• Molecular Formula: C11H16 N2 O S
• Molecular Weight: 224.3225
• NSC Number: 171707
• DSSTox Substance ID: DTXSID10305811
• Wikidata: Q82052555
• Mol file: 13512-02-2.mol

Synonyms:NSC171707;13512-02-2;DTXSID10305811;NSC-171707

Chemical Property of S-[4-(dimethylamino)phenyl] N,N-dimethylcarbamothioate

Chemical Property:

• Vapor Pressure: 7.01E-05mmHg at 25°C
• Boiling Point: 343.5°Cat760mmHg
• Flash Point: 161.5°C
• Density: 1.14g/cm³
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 224.09833431
• Heavy Atom Count: 15
• Complexity: 211

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)C1=CC=C(C=C1)SC(=O)N(C)C

Technology Process of S-[4-(dimethylamino)phenyl] N,N-dimethylcarbamothioate

There total 6 articles about S-[4-(dimethylamino)phenyl] N,N-dimethylcarbamothioate 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: 35.0%

O-(4-dimethylaminophenyl)-N,N-dimethylthiocarbamate (13522-67-3) → S-(4-dimethylaminophenyl)-N,N-dimethylthiocarbamate (13512-02-2)

Guidance literature:

at 20 ℃; Inert atmosphere; Electrolysis;

DOI:10.1021/acs.orglett.8b03257

Reference yield: 35.0%

N,N-dimethyl-4-aminothiophenol (4946-22-9,656242-02-3) + N,N-Dimethylcarbamoyl chloride (79-44-7) → S-(4-dimethylaminophenyl)-N,N-dimethylthiocarbamate (13512-02-2)

Guidance literature:

N,N-dimethyl-4-aminothiophenol; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 - 5 ℃; for 0.5h; Inert atmosphere; Schlenk technique;

N,N-Dimethylcarbamoyl chloride; In N,N-dimethyl-formamide; at 20 ℃; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.joc.0c00831

Reference yield:

4-(dimethylamino)phenol hydrochloride → S-(4-dimethylaminophenyl)-N,N-dimethylthiocarbamate (13512-02-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 - 5 °C / Inert atmosphere; Schlenk technique

1.2: 0 - 20 °C / Inert atmosphere; Schlenk technique

2.1: 20 °C / Inert atmosphere; Electrolysis

With sodium hydride; In N,N-dimethyl-formamide; mineral oil; 2.1: |Newman-Kwart Rearrangement;

DOI:10.1021/acs.orglett.8b03257

upstream raw materials:

O-(4-dimethylaminophenyl)-N,N-dimethylthiocarbamate

N,N-dimethyl-4-aminothiophenol

N,N-Dimethylcarbamoyl chloride

4-(N,N-dimethylamino)phenol

Refernces

• 1、 Broese, Timo,Roesel, Arend F.,Prudlik, Adrian,Francke, Robert. "An Electrocatalytic Newman-Kwart-type Rearrangement". supporting information. p. 7483 - 7487. Retrieved 2019/01/03.