13920-91-7

Basic information

• Product Name: 2-(ethylthio)aniline
• Synonyms: 2-(ethylthio)aniline;UKRORGSYN-BB BBV-090017;2-(ethylthio)aniline(SALTDATA: FREE);2-(Ethylsulfanyl)aniline
• CAS NO: 13920-91-7
• Molecular Formula: C₈H₁₁NS
• Molecular Weight: 153.24
• Mol File: 13920-91-7.mol
• Article Data: 20

Chemical Properties

• Boiling Point: 251.521°C at 760 mmHg
• Flash Point: 105.916°C
• Appearance: /
• Density: 1.093g/cm³
• Vapor Pressure: 0.02mmHg at 25°C
• Refractive Index: 1.595
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• CAS DataBase Reference: 2-(ethylthio)aniline(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(ethylthio)aniline(13920-91-7)
• EPA Substance Registry System: 2-(ethylthio)aniline(13920-91-7)

Safety Data

• Hazardous Substances Data: 13920-91-7(Hazardous Substances Data)

Usage

General Description

2-(ethylthio)aniline is a chemical compound with the molecular formula C8H11NS. It is an aromatic amine with a molecular weight of 149.24 g/mol. The compound consists of a phenyl ring with an aniline group and an ethylthio substituent attached to the nitrogen atom. It is primarily used as an intermediate in the synthesis of various organic compounds and pharmaceuticals. 2-(ethylthio)aniline has applications in the production of dyes, pigments, and pharmaceuticals. It is a colorless to light yellow liquid with a pungent odor, and it is primarily used in the manufacturing industry. This chemical compound should be handled and stored with proper care due to its potential hazards.

InChI:InChI=1/C8H11NS/c1-2-10-8-6-4-3-5-7(8)9/h3-6H,2,9H2,1H3

Upstream product

• 75-03-6 ethyl iodide 
• 137-07-5 2-amino-benzenethiol 
• 1222062-60-3 2-[(2-ethylsulfanylphenylamino)methylene]malonic acid diethyl ester 
• 108429-47-6 1-azido-2-ethylsulfanylbenzene 
• 6325-92-4 2-(benzylsulfanyl)aniline 
• 1408300-21-9 2-amino-S-cinnamylthiophenol 
• 77053-20-4 2-(2-propen-1-ylsulfanyl)aniline 
• 105-53-3 diethyl malonate 
• 1141-88-4 2-Aminophenyl disulfide 
• 14290-92-7 2-(ethylthio)-2-methyl-propane 
• 622-37-7 Phenyl azide 
• 4110-50-3 ethyl propyl sulfide 
• 352-93-2 diethyl sulphide 
• 624-89-5 Ethyl methyl sulfide 

Downstream Products

• 40818-92-6 1-(2-ethylmercapto-phenyl)-piperazine 
• 96207-56-6 o-iodophenyl ethyl sulfide 
• 93681-53-9 N-(2-(ethylthio)phenyl)benzamide 
• 214545-83-2 Hg₂Cl₂NH₂C₆H₂S(C₂H₅) 
• 107344-51-4 1-<2-(Ethylthio)phenyl>pyrrole 
• 1207-95-0 2-phenylbenzo[b]thiophene 
• 1431440-02-6 2-(ethylthio)-N-((pyridine-2-yl)methylene)benzenamine 
• 1394800-17-9 25,26,27,28-tetrahydroxy-5,11,17,23-tetra(2-thioethylphenylazo)calix[4]arene 
• 1374558-39-0 2-hydroxy-1-(2'-ethylthiophenylazo)naphthalene 
• 1374558-43-6 1-hydroxy-2-(2'-ethylthiophenylazo)naphthalene 
• 1304495-20-2 3-(2-(ethylthio)phenylazo)-2,4-pentanedione 
• 1258874-62-2 C₁₃H₁₆N₂O₂S 

Relevant articles and documents

Synthesis and evaluation of novel 2,4-diaminopyrimidines bearing a sulfoxide moiety as anaplastic lymphoma kinase (ALK) inhibition agents

Anaplastic lymphoma kinase (ALK) targeted therapies have demonstrated remarkable efficacy in ALK-positive lung adenocarcinomas. Here we synthesized and evaluated sixteen new 2,4-diaminopyrimidines bearing a sulfoxide moiety as anaplastic lymphoma kinase (ALK) inhibitors. The optimal compound 9e exhibited excellent antiproliferative activity against non-small cell lung cancer NCI-H2228 cells, which is better than that of Brigatinib and similar to Ceritinib. Mechanism study revealed that the optimal compound 9e decreased the mitochondrial membrane potential and arrested NCI-H2228 cells in the G0/G1 phase, finally resulting in cellular apoptosis. It is interesting that 9e could effectively inhibit the migration of NCI-H2228 cells and may be a promising leading compound for chemotherapy of metastatic cancer.

Di- tert-butyl Peroxide-Mediated Radical C(sp2/sp3)-S Bond Cleavage and Group-Transfer Cyclization

A novel strategy of cascade radical C(sp2/sp3)-S bond cleavage and group-transfer cyclization is disclosed. Triggered by alkyl radicals, varieties of 2-isocyanoaryl thioethers containing aliphatic, aryl, and heteroaromatic groups can be cleaved and precisely reinstalled to give benzothiazole derivatives. Mechanistic studies reveal that the cascade reaction undertakes an intermolecular pathway, and the inner radical sources (R radicals) exhibit high priority over those of methyl radical origin from di-tert-butyl peroxide.

Structures, redox behavior, antibacterial activity and correlation with electronic structure of the complexes of nickel triad with 3-(2-(alkylthio) phenylazo)-2,4-pentanedione

3-(2-(Alkylthio)phenylazo)-2,4-pentanedione (HL), an O, N, S donor ligand, is used for the synthesis of Ni(II), Pd(II) and Pt(II) complexes. The spectroscopic (IR, UV-Vis, and NMR) data determine the structure. The single crystal X-ray diffraction measurement of [Ni(L)2] and [Pt(L)Cl] has confirmed the structures. Coulometric oxidation of [Ni(L)2] and EPR spectra thereof show formation of Ni(III) state. DFT computation has calculated the electronic configuration and has explained the spectral and redox properties of the complexes. The compounds are screened for their in vitro anti-bacterial activity using Gram-positive and Gram-negative bacteria (Bacillus subtilis UC564, Escherichia coli TG1, Staphylococcus aureus Bang25, Pseudomonas aeruginosa C/1/7, Salmonella typhi NCTC62, Salmonella paratyphi NCTC A2, Shigella dysenteriae 8NCTC599/52, Streptococcus faecalis S2, Vibrio cholerae DN7 and Mricococcus luteus AGD1). The minimum inhibitory concentration is determined for the compounds. The effect of the structure of the investigated compounds on the antibacterial activity is discussed.