2-(Benzylthio)aniline

Base Information

• Chemical Name: 2-(Benzylthio)aniline
• CAS No.: 6325-92-4
• Molecular Formula: C22H15FN2O4
• Molecular Weight: 215.319
• European Community (EC) Number: 228-690-0
• NSC Number: 31147
• DSSTox Substance ID: DTXSID70979294
• Nikkaji Number: J206.923G
• Wikidata: Q82964899
• ChEMBL ID: CHEMBL1379774
• Mol file: 6325-92-4.mol

Synonyms:2-(Benzylthio)aniline;6325-92-4;2-(benzylsulfanyl)aniline;2-benzylsulfanylaniline;2-Aminophenyl benzyl thioether;NSC 31147;EINECS 228-690-0;NSC-31147;NSC31147;2-Benzylthioaniline;o-benzylthioaniline;MLS000771748;SCHEMBL3896275;CHEMBL1379774;DTXSID70979294;HMS1720N11;HMS2668A12;MFCD00025188;STL197912;AKOS000206635;Benzenamine, 2-((phenylmethyl)thio)-;SB79414;NCGC00245972-01;SMR000376473;FT-0709275;EN300-13179;Z89268933

Chemical Property of 2-(Benzylthio)aniline

Chemical Property:

• Vapor Pressure: 1.22E-09mmHg at 25°C
• Boiling Point: 487.1°C at 760 mmHg
• Flash Point: 248.4°C
• Density: 1.41g/cm³
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 215.07687059
• Heavy Atom Count: 15
• Complexity: 177

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CSC2=CC=CC=C2N

Technology Process of 2-(Benzylthio)aniline

There total 18 articles about 2-(Benzylthio)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: 98.0%

1-(benzylsulfanyl)-2-nitrobenzene (22057-44-9) → 2-(benzylsulfanyl)aniline (6325-92-4)

Guidance literature:

With palladium diacetate; hydrazine hydrate; potassium hydroxide; In water; at 50 ℃; for 8h; Inert atmosphere; Green chemistry;

DOI:10.1016/j.catcom.2017.04.051

Reference yield: 86.0%

2-iodophenylamine (615-43-0) + benzyl bromide (100-39-0) → 2-(benzylsulfanyl)aniline (6325-92-4)

Guidance literature:

With thiourea; In water; for 17h; Reflux; Green chemistry;

DOI:10.1002/aoc.3869

Reference yield: 84.0%

benzyl chloride (100-44-7) + 2-amino-benzenethiol (137-07-5) → 2-(benzylsulfanyl)aniline (6325-92-4)

Guidance literature:

2-amino-benzenethiol; With sodium methylate; In N,N-dimethyl-formamide; at 20 ℃; for 0.5h;

benzyl chloride; In N,N-dimethyl-formamide; at 20 ℃; for 12h; Further stages.;

DOI:10.1021/jo0156316

upstream raw materials:

1-(benzylsulfanyl)-2-nitrobenzene

benzyl chloride

2-amino-benzenethiol

2-iodophenylamine

Downstream raw materials:

N-(o-benzylthiophenyl)phthalimide

S-benzyl ortho-aminothiophenol hydrochloride

N-(2-benzylsulfanylphenyl)-2-bromobenzenesulfonamide

2-(benzylthio)-N-{pyridin-4-ylmethylidene}aniline

Refernces

• 1、 Xu, Zhu-bing,Lu, Guo-ping,Cai, Chun. "Palladium nanoparticles stabilized by aqueous vesicles self-assembled from a PEGylated surfactant ionic liquid for the chemoselective reduction of nitroarenes". . p. 57 - 60. Retrieved 2017/06/06.
• 2、 Sharghi, Hashem,Ghaderi, Iman,Doroodmand, Mohammad Mahdi. "Eco-compatible three component strategies for C-S bond formation in thioether and S-aryl-carbamodithioate compounds catalyzed by copper(II) nanoparticles supported on modified AlPO4". . . Retrieved 2017/10/05.