2-[(4-Aminophenyl)thio]benzenamine

Base Information

• Chemical Name: 2-[(4-Aminophenyl)thio]benzenamine
• CAS No.: 6259-01-4
• Molecular Formula: C12H12 N2 S
• Molecular Weight: 216.307
• DSSTox Substance ID: DTXSID90211623
• Nikkaji Number: J441.567A
• Wikidata: Q83086587
• Mol file: 6259-01-4.mol

Synonyms:6259-01-4;2-(4-aminophenyl)sulfanylaniline;2-[(4-aminophenyl)thio]benzenamine;4-(2-aminophenylthio)aniline;2-((4-Aminophenyl)thio)benzenamine;Benzenamine, 2-((4-aminophenyl)thio)-;4-(2-aminophenylthio)benzenamine;SCHEMBL3095695;DTXSID90211623

Chemical Property of 2-[(4-Aminophenyl)thio]benzenamine

Chemical Property:

• Vapor Pressure: 5.49E-07mmHg at 25°C
• Boiling Point: 411.7°C at 760 mmHg
• PKA: 3.87±0.10(Predicted)
• Flash Point: 202.8°C
• PSA: 77.34000
• Density: 1.26g/cm³
• LogP: 4.16460
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 216.07211956
• Heavy Atom Count: 15
• Complexity: 190

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)N)SC2=CC=C(C=C2)N

Technology Process of 2-[(4-Aminophenyl)thio]benzenamine

There total 16 articles about 2-[(4-Aminophenyl)thio]benzenamine 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: 93.0%

1,3-Benzothiazole (95-16-9) + p-aminoiodobenzene (540-37-4) → 2-[(4-aminophenyl)thio]benzenamine (6259-01-4)

Guidance literature:

With copper; caesium carbonate; at 140 ℃; for 4h; Inert atmosphere;

DOI:10.1002/ejoc.201201166

Reference yield: 92.0%

4-amino-2'-nitrodiphenyl sulphide (1144-81-6) → 2-[(4-aminophenyl)thio]benzenamine (6259-01-4)

Guidance literature:

With hydrogen; nickel; In ethanol; at 80 ℃; for 5h; under 75006 Torr;

DOI:10.1016/S0223-5234(97)84360-7

Reference yield: 85.0%

4-chlorobenzonitrile (100-00-5) + 2-amino-benzenethiol (137-07-5) → 2-[(4-aminophenyl)thio]benzenamine (6259-01-4)

Guidance literature:

With potassium hydroxide; In poly(ethylene glycol)-600; at 100 ℃; for 2h;

DOI:10.1021/ol100816g

upstream raw materials:

4-amino-2'-nitrodiphenyl sulphide

2-aminophenyl 4-nitrophenyl sulfide

aniline

2-Aminophenyl disulfide

Downstream raw materials:

3-(4-Methyl-piperazin-1-yl)-N-(2-{4-[3-(4-methyl-piperazin-1-yl)-propionylamino]-phenylsulfanyl}-phenyl)-propionamide

(2-acetylamino-phenyl)-(4-acetylamino-phenyl)-sulfide

Refernces

• 1、 Feng, Yi-Si,Qi, Hong-Xia,Wang, Wei-Cheng,Liang, Yu-Feng,Xu, Hua-Jian. "Unexpectedly ligand-free copper-catalyzed C-S cross-coupling of benzothiazole with aryl iodides in aqueous solution". supporting information; experimental part. p. 2914 - 2917. Retrieved 2012/07/27.
• 2、 Girault,Baillet,Horvath,Lucas,Davioud-Charvet,Tartar,Sergheraert. "New potent inhibitors of trypanothione reductase from Trypanosoma cruzi in the 2-aminodiphenylsulfide series". . p. 39 - 52. Retrieved 2007/10/03.