4-((4-Chlorophenyl)thio)aniline

Base Information

• Chemical Name: 4-((4-Chlorophenyl)thio)aniline
• CAS No.: 32631-29-1
• Molecular Formula: C12H10ClNS
• Molecular Weight: 235.737
• Hs Code.: 2930909090
• ChEMBL ID: CHEMBL171796
• DSSTox Substance ID: DTXSID20485532
• Nikkaji Number: J2.939.060F
• Wikidata: Q72434389
• Mol file: 32631-29-1.mol

Synonyms:32631-29-1;4-((4-Chlorophenyl)thio)aniline;4-Amino-4'-chloro diphenyl sulfide;4-[(4-chlorophenyl)sulfanyl]aniline;4-(4-chlorophenyl)sulfanylaniline;4-(4-chlorophenylthio)aniline;4-(4-Chloro-phenylsulfanyl)-phenylamine;4-Amino-4'-chloro di;SCHEMBL165958;CHEMBL171796;DTXSID20485532;DVTZWUZZYSGZLE-UHFFFAOYSA-N;BCP10105;MFCD00093472;AKOS000215476;NCGC00328583-01;AC-16494;AS-13453;CS-0199089;FT-0650425;EN300-52256;D97553;AB01004602-01;AB01004602-03;A852166;J-514375;Z276785504

Chemical Property of 4-((4-Chlorophenyl)thio)aniline

Chemical Property:

• Vapor Pressure: 2.89E-07mmHg at 25°C
• Melting Point: 54.7-56.5 °C
• Refractive Index: 1.683
• Boiling Point: 420.1 °C at 760 mmHg
• PKA: 3.49±0.10(Predicted)
• Flash Point: 207.9 °C
• PSA: 51.32000
• Density: 1.31 g/cm³
• LogP: 4.65460
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 235.0222482
• Heavy Atom Count: 15
• Complexity: 184

Purity/Quality:

98% ^*data from raw suppliers

4-Amino-4''-ChloroDiphenylSulfide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1N)SC2=CC=C(C=C2)Cl

Technology Process of 4-((4-Chlorophenyl)thio)aniline

There total 10 articles about 4-((4-Chlorophenyl)thio)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: 86.0%

aniline (62-53-3) + p-Chlorothiophenol (106-54-7) → 4-(4-chlorophenylthio)aniline (32631-29-1)

Guidance literature:

With 5-ethyl-1,3,7,8-tetramethylalloxazinium triflate; iodine; oxygen; In acetonitrile; at 60 ℃; for 30h; Schlenk technique; Green chemistry;

DOI:10.1016/j.tetlet.2020.152141

Reference yield: 85.0%

p-Chlorothiophenol (106-54-7) + 4-bromo-aniline (106-40-1) → 4-(4-chlorophenylthio)aniline (32631-29-1)

Guidance literature:

With potassium phosphate; In neat (no solvent); at 70 ℃; for 6.5h;

DOI:10.1039/c9nj03400e

Reference yield: 82.0%

4,4'-dichlorodiphenyl disulfide (1142-19-4) + aniline (62-53-3) → 4-(4-chlorophenylthio)aniline (32631-29-1)

Guidance literature:

With iron(III) trifluoride; iodine; In acetonitrile; at 80 ℃; for 36h; regioselective reaction; Inert atmosphere;

DOI:10.1055/s-0030-1258449

upstream raw materials:

1-(4-chlorophenylthio)-4-nitrobenzene

4-chlorobenzonitrile

4,4'-dichlorodiphenyl disulfide

aniline

Downstream raw materials:

1-[4-(4-chloro-phenylsulfanyl)-phenyl]-biguanide

Cyclopropanecarboxylic acid [4-(4-chloro-phenylsulfanyl)-phenyl]-amide

4-chloro-4'-isothiocyanatodiphenyl sulphide

3-[4-(4-chlorobenzenesulfonyl)phenyl]-1-(pyridin-3-ylmethyl)urea

Refernces

• 1、 Jiang, Xinpeng,Shen, Zhifeng,Zheng, Cong,Fang, Liyun,Chen, Keda,Yu, Chuanming. "Flavin/I2 catalyzed aerobic oxidative C–H sulfenylation of anilines". supporting information. . Retrieved 2020/07/24.
• 2、 Tian, Hua,Yang, Haijun,Zhu, Changjin,Fu, Hua. "Arylthiolation of arylamine derivatives with (arylthio)-pyrrolidine-2,5-diones". supporting information. p. 481 - 488. Retrieved 2015/03/05.