N-methyl-4-(methylsulfanyl)aniline

Base Information

• Chemical Name: N-methyl-4-(methylsulfanyl)aniline
• CAS No.: 58259-33-9
• Molecular Formula: C8H11NS
• Molecular Weight: 153.248
• DSSTox Substance ID: DTXSID80544750
• Nikkaji Number: J1.787.770D
• Mol file: 58259-33-9.mol

Synonyms:N-methyl-4-(methylsulfanyl)aniline;58259-33-9;N-methyl-4-methylsulfanylaniline;N-Methyl-4-(methylthio)aniline;SCHEMBL6971804;DTXSID80544750;AKOS000250982;AT20959;CS-0260785;EN300-75890;Z335261640

Chemical Property of N-methyl-4-(methylsulfanyl)aniline

Chemical Property:

• PSA: 37.33000
• LogP: 2.52320
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 153.06122053
• Heavy Atom Count: 10
• Complexity: 87.3

Purity/Quality:

99% ^*data from raw suppliers

N-methyl-4-(methylsulfanyl)aniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CNC1=CC=C(C=C1)SC

Technology Process of N-methyl-4-(methylsulfanyl)aniline

There total 17 articles about N-methyl-4-(methylsulfanyl)aniline 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: 95.0%

N-(4-methylthiophenyl)-N-methylformamide → N-methyl-N-[4-(methylthio)phenyl]amine (58259-33-9)

Guidance literature:

With C₁₈H₃₇ClMoNO₂P₂; hydrogen; sodium triethylborohydride; In tetrahydrofuran; toluene; at 100 ℃; for 24h; under 37503.8 Torr; Autoclave; Glovebox;

DOI:10.1039/c9sc03453f

Reference yield: 94.0%

methanol (67-56-1) + 1-methylthio-4-nitro-benzene (701-57-5) → N-methyl-N-[4-(methylthio)phenyl]amine (58259-33-9)

Guidance literature:

With [iridium(I)Br(carbonyl)₂(κ¹C-^tBuImCH₂PyCH₂OMe)]; caesium carbonate; at 129.84 ℃; for 15h; Catalytic behavior; Mechanism; Inert atmosphere; Glovebox; Green chemistry;

DOI:10.1039/d0cy00707b

Reference yield: 92.0%

methanol (67-56-1) + 4-methylsulfanylaniline (104-96-1) → N-methyl-N-[4-(methylthio)phenyl]amine (58259-33-9)

Guidance literature:

With C₂₁H₃₆BrMnNO₂P₂; potassium tert-butylate; at 100 ℃; for 16h; Inert atmosphere; Autoclave;

DOI:10.1002/chem.201605218

upstream raw materials:

2-(2-Methoxyethoxy)ethyl methyl carbonate

4-aminotiophenol

dihydroxy-methyl-borane

4-methylsulfanylaniline

Downstream raw materials:

N,2,6-trimethyl-N-(4-(methylthio)phenyl)-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-aminium chloride

N-methyl-N-(4-(methylthio)phenyl)-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-amine

pyrrole

Refernces

• 1、 Islam, Farhana,Quadery, Tasdique M.,Bai, Ruoli,Luckett-Chastain, Lerin R.,Hamel, Ernest,Ihnat, Michael A.,Gangjee, Aleem. "Novel pyrazolo[4,3-d]pyrimidine microtubule targeting agents (MTAs): Synthesis, structure–activity relationship, in vitro and in vivo evaluation as antitumor agents". . . Retrieved 2021/04/12.
• 2、 González-Lainez, Miguel,Jiménez, M. Victoria,Passarelli, Vincenzo,Pérez-Torrente, Jesús J.. "EffectiveN-methylation of nitroarenes with methanol catalyzed by a functionalized NHC-based iridium catalyst: a green approach toN-methyl amines". . p. 3458 - 3467. Retrieved 2020/06/17.