4-(Dimethylamino)thiophenol

Base Information

• Chemical Name: 4-(Dimethylamino)thiophenol
• CAS No.: 4946-22-9
• Molecular Formula: C8H11 N S
• Molecular Weight: 153.248
• Hs Code.: 2930909090
• European Community (EC) Number: 675-537-2
• DSSTox Substance ID: DTXSID30197795
• Nikkaji Number: J41.342I
• Wikidata: Q83070556
• Mol file: 4946-22-9.mol

Synonyms:4-(Dimethylamino)thiophenol;4946-22-9;4-(dimethylamino)benzenethiol;p-Dimethylaminobenzenethiol;Benzenethiol, p-(dimethylamino)-;Benzenethiol, 4-(dimethylamino)-;4-Dimethylaminobenzenethiol;USAF PD-101;4-dimethylaminothiophenol;BRN 1635423;4-(dimethylamino)benzene-1-thiol;4-13-00-01308 (Beilstein Handbook Reference);4-Mercapto-N,N-dimethylaniline;4-dimethylamino-benzenethiol;SCHEMBL543678;4-(dimethylamino)-benzenethiol;DTXSID30197795;AKOS006344529;FS-5298;4-(dimethylamino)thiophenol, AldrichCPR;LS-32190;CS-0214622;D4047;FT-0694680;T70960;EN300-1845881;A913987

Chemical Property of 4-(Dimethylamino)thiophenol

Chemical Property:

• Vapor Pressure: 0.0183mmHg at 25°C
• Refractive Index: 1.5500 (estimate)
• Boiling Point: 253.5°Cat760mmHg
• PKA: 10.14±0.24(Predicted)
• Flash Point: 107.1°C
• PSA: 42.04000
• Density: 1.094g/cm³
• LogP: 2.04130
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 153.06122053
• Heavy Atom Count: 10
• Complexity: 95.4

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-(Dimethylamino)benzenethiol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)C1=CC=C(C=C1)S
• Uses: 4-(Dimethylamino)benzenethiol can be used as NTCP inhibitors to treat HBV and?/or HDV infection, hepatoprotection and amelioration of hypercholesterolemia, diabetes and inhibiting cancer.

Technology Process of 4-(Dimethylamino)thiophenol

There total 21 articles about 4-(Dimethylamino)thiophenol 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: 99.0%

4-(dimethylamino)benzenethiocyanate (7152-80-9) → N,N-dimethyl-4-aminothiophenol (4946-22-9,656242-02-3) + (4-tert-Butylsulfanyl-phenyl)-dimethyl-amine (25752-94-7)

Guidance literature:

With (t-Bu)2Cu(CN)Li₂; In tetrahydrofuran; at -78 ℃; for 4h; Product distribution; exchange of the -CN ligand by -t-Bu ligand in ArSCN compounds; ligand effect studied; various organometallic reagents and catalysts tested;

DOI:10.1016/0040-4039(95)00798-H

Reference yield: 96.0%

4-(dimethylamino)benzenethiocyanate (7152-80-9) → N,N-dimethyl-4-aminothiophenol (4946-22-9,656242-02-3)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; Inert atmosphere;

DOI:10.1021/acscatal.0c00676

Reference yield: 94.0%

3-(4-N,N-dimethylaminophenyl)-sulfanyl-propionic acid methyl ester (571167-29-8) → N,N-dimethyl-4-aminothiophenol (4946-22-9,656242-02-3)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; at -78 ℃; for 0.166667h;

DOI:10.1021/jo034013h

upstream raw materials:

4-(N,N-dimethylamino)phenyl disulfide

4-(dimethylamino)benzenethiocyanate

4-(dimethylamino)benzenesulfonyl chloride

N,N-dimethyl-4-trichloromethylsulfanyl-aniline

Downstream raw materials:

2-(4-dimethylaminophenylthio)benzoic acid

4-(N,N-dimethylamino)phenyl disulfide

N,N-dimethyl-4-(4-nitro-benzylsulfanyl)-aniline

2-(4-dimethylamino-phenylsulfanyl)-1-(4-methoxy-phenyl)-ethanone

Refernces

• 1、 Mulder, Peter,Mozenson, Olga,Lin, Shuqiong,Ingold. "The unexpected desulfurization of 4-aminothiophenols". . p. 2379 - 2386. Retrieved 2007/10/03.
• 2、 Becht, Jean-Michel,Wagner, Alain,Mioskowski, Charles. "Facile introduction of SH group on aromatic substrates via electrophilic substitution reactions". . p. 5758 - 5761. Retrieved 2007/10/03.