2-(Phenylthio)aniline

Base Information

• Chemical Name: 2-(Phenylthio)aniline
• CAS No.: 1134-94-7
• Molecular Formula: C12H11NS
• Molecular Weight: 201.292
• Hs Code.: 2930909090
• European Community (EC) Number: 413-030-8,601-258-2
• DSSTox Substance ID: DTXSID60327124
• Nikkaji Number: J80.192E
• Wikidata: Q72498962
• Mol file: 1134-94-7.mol

Synonyms:2-(phenylthio)aniline

Chemical Property of 2-(Phenylthio)aniline

Chemical Property:

• Appearance/Colour: Kind of white to yellow powder
• Vapor Pressure: 0.000166mmHg at 25°C
• Melting Point: 43 °C(lit.)
• Refractive Index: 1.675
• Boiling Point: 330.5 °C at 760 mmHg
• PKA: 2.89±0.10(Predicted)
• Flash Point: 153.7 °C
• PSA: 51.32000
• Density: 1.19 g/cm³
• LogP: 4.00120
• Storage Temp.: 2-8°C(protect from light)
• Solubility.: soluble in Methanol
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 201.06122053
• Heavy Atom Count: 14
• Complexity: 166

Purity/Quality:

99% ^*data from raw suppliers

2-AminodiphenylSulfide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi；N
• Hazard Codes: Xi,N
• Statements: 43-51/53
• Safety Statements: 24-37-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)SC2=CC=CC=C2N
• Uses: 2-Aminodiphenyl Sulfide is a pharmacopeial impurity of Quetiapine Hemifumarate (Q510000), an antipsychotic drug.

Technology Process of 2-(Phenylthio)aniline

There total 37 articles about 2-(Phenylthio)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: 99.0%

iodobenzene (591-50-4) + 2-amino-benzenethiol (137-07-5) → 2-phenylsulfanyl-aniline (1134-94-7)

Guidance literature:

With iron; copper; potassium carbonate; In N,N-dimethyl-formamide; at 120 ℃; for 3h;

Reference yield: 99.0%

1,3-Benzothiazole (95-16-9) + iodobenzene (591-50-4) → 2-phenylsulfanyl-aniline (1134-94-7)

Guidance literature:

With tetra(n-butyl)ammonium hydroxide; water; copper(l) chloride; at 50 ℃; for 12h; Inert atmosphere;

DOI:10.1016/j.tetlet.2012.04.004

Reference yield: 98.0%

2-nitrophenyl phenyl sulfide (4171-83-9) → 2-phenylsulfanyl-aniline (1134-94-7)

Guidance literature:

With hydrogen; In methanol; under 4137.29 Torr;

upstream raw materials:

2-nitrophenyl phenyl sulfide

N-(2-(phenylthio)phenyl)acetamide

thiophenol

2-Chloronitrobenzene

Downstream raw materials:

N-(2-(phenylthio)phenyl)acetamide

8-(phenylthio)quinoline

N-(2-thienylmethylene)-2-phenylthiobenzenamine

N-(4-chlorophenylmethylene)-2-phenylthiobenzenamine

Refernces

• 1、 Truong, Thanh,Nguyen, Vu T.,Le, Hue T. X.,Phan, Nam T. S.. "Direct arylation of heterocycles through C-H bond cleavage using metal-organic-framework Cu2(OBA)2(BPY) as an efficient heterogeneous catalyst". . p. 52307 - 52315. Retrieved 2014.
• 2、 Sarmiento, Gabriela P.,Vitale, Roxana G.,Afeltra, Javier,Moltrasio, Graciela Y.,Moglioni, Albertina G.. "Synthesis and antifungal activity of some substituted phenothiazines and related compounds". . p. 101 - 105. Retrieved 2011.
• 3、 Shen, Guodong,Lu, Qichao,Wang, Zeyou,Sun, Weiwei,Zhang, Yalin,Huang, Xianqiang,Sun, Manman,Wang, Zhiming. "Environmentally Friendly and Recyclable CuCl 2-Mediated C-S Bond Coupling Strategy Using DMEDA as Ligand, Base, and Solvent". supporting information. p. 184 - 198. Retrieved 2021/09/20.
• 4、 Sikari, Rina,Sinha, Suman,Das, Siuli,Saha, Anannya,Chakraborty, Gargi,Mondal, Rakesh,Paul, Nanda D.. "Achieving Nickel Catalyzed C-S Cross-Coupling under Mild Conditions Using Metal-Ligand Cooperativity". . p. 4072 - 4085. Retrieved 2019/04/01.