2-(2-Bromophenylsulfanyl)-phenylamine

Base Information

• Chemical Name: 2-(2-Bromophenylsulfanyl)-phenylamine
• CAS No.: 63107-77-7
• Molecular Formula: C12H10BrNS
• Molecular Weight: 280.188
• European Community (EC) Number: 874-746-8
• DSSTox Substance ID: DTXSID60500314
• Nikkaji Number: J2.819.542G
• Wikidata: Q82351807
• Mol file: 63107-77-7.mol

Synonyms:63107-77-7;2-(2-Bromophenyl)sulfanylaniline;2-(2-bromophenylsulfanyl)-phenylamine;Benzenamine, 2-[(2-bromophenyl)thio]-;2-[(2-Bromophenyl)sulfanyl]aniline;DTXSID60500314;2-(2-bromophenylthio)benzeneamine;EN300-9131412;A1-05050

Chemical Property of 2-(2-Bromophenylsulfanyl)-phenylamine

Chemical Property:

• XLogP3: 4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 278.97173
• Heavy Atom Count: 15
• Complexity: 200

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)N)SC2=CC=CC=C2Br

Technology Process of 2-(2-Bromophenylsulfanyl)-phenylamine

There total 15 articles about 2-(2-Bromophenylsulfanyl)-phenylamine 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%

2-bromophenyl(2-nitrophenyl)sulfane (70787-32-5) → (2-aminophenyl)-2’-bromophenyl sulfide (63107-77-7)

Guidance literature:

With iron; ammonium chloride; In tetrahydrofuran; ethanol; water; at 85 ℃; Inert atmosphere;

DOI:10.1002/jlcr.1802

Reference yield: 90.0%

o-bromothiophenol (6320-02-1) + 2-iodophenylamine (615-43-0) → (2-aminophenyl)-2’-bromophenyl sulfide (63107-77-7)

Guidance literature:

With copper(l) iodide; potassium carbonate; L-proline; In 1,2-dimethoxyethane; at 90 ℃; for 48h; Inert atmosphere;

DOI:10.1002/anie.200905646

Reference yield: 87.0%

1,3-Benzothiazole (95-16-9) + 1-Bromo-2-iodobenzene (583-55-1) → (2-aminophenyl)-2’-bromophenyl sulfide (63107-77-7)

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

upstream raw materials:

2-bromophenyl(2-nitrophenyl)sulfane

2-Chloronitrobenzene

o-bromothiophenol

2-iodophenylamine

Downstream raw materials:

10-acetyl-10H-phenothiazine

dibenzo[b,f][1,4]thiazepin-11-one

10H-phenothiazine

1-bromo-2-[(2-bromophenyl)thio]benzene

Refernces

• 1、 Matsuzawa, Tsubasa,Uchida, Keisuke,Yoshida, Suguru,Hosoya, Takamitsu. "Synthesis of diverse phenothiazines by direct thioamination of arynes with S-(o-bromoaryl)-S-methylsulfilimines and subsequent intramolecular BuchwaldHartwig amination". supporting information. p. 825 - 828. Retrieved 2018/07/05.
• 2、 Huang, Manna,Huang, Dongting,Zhu, Xinhai,Wan, Yiqian. "Copper-Catalyzed Domino Reactions for the Synthesis of Phenothiazines". supporting information. p. 4835 - 4839. Retrieved 2015/08/03.