3-(Methylthio)aniline

Base Information

• Chemical Name: 3-(Methylthio)aniline
• CAS No.: 1783-81-9
• Molecular Formula: C7H9NS
• Molecular Weight: 139.221
• Hs Code.: 29309090
• European Community (EC) Number: 217-232-5
• NSC Number: 66274
• DSSTox Substance ID: DTXSID9061964
• Nikkaji Number: J80.316B
• Wikidata: Q72442572
• Mol file: 1783-81-9.mol

Synonyms:3-(Methylthio)aniline;1783-81-9;3-Aminothioanisole;Benzenamine, 3-(methylthio)-;m-Aminothioanisole;3-(Methylmercapto)aniline;m-(Methylthio)aniline;3-methylsulfanylaniline;3-Methylmercaptoaniline;3-(Methylsulfanyl)aniline;3-Methylthiobenzenamine;m-Aminophenyl methyl sulfide;m-METHYLTHIOANILINE;ANILINE, m-(METHYLTHIO)-;NSC 66274;EINECS 217-232-5;BRN 2078599;MFCD00007793;4-13-00-01007 (Beilstein Handbook Reference);m-Thioanisidine;3-methylthiophenylamine;3-Aminothionisole;3-methylthioaniline;3-METHYLSULFANYL-PHENYLAMINE;NSC66274;3-Methylthio-aniline;Aniline, 3-methylthio-;3-methylsulphanylphenylamine;1-Amino-3-methylthiobenzene;3-methylsulphanyl-phenylamine;3-(Methylsulfanyl)aniline #;3-(Methylsulfanyl)phenylamine;3-amino-phenyl methyl sulfide;3-CH3SC6H4NH2;SCHEMBL112315;3-(Methylthio)aniline, 97%;DTXSID9061964;KCHLDNLIJVSRPK-UHFFFAOYSA-;STR00573;NSC-66274;STL168347;AKOS000119157;CS-W017751;AC-10860;BP-10763;LS-19905;SY001852;FT-0614899;M1673;EN300-19096;A812363;W-107818;F2190-0508;Z104472758

Chemical Property of 3-(Methylthio)aniline

Chemical Property:

• Appearance/Colour: clear dark brown liquid
• Vapor Pressure: 0.00182mmHg at 25°C
• Refractive Index: n20/D 1.637(lit.)
• Boiling Point: 292.6 °C at 760 mmHg
• PKA: 3.96±0.10(Predicted)
• Flash Point: 113.9 °C
• PSA: 51.32000
• Density: 1.12 g/cm³
• LogP: 2.57190
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 139.04557046
• Heavy Atom Count: 9
• Complexity: 85

Purity/Quality:

99% ^*data from raw suppliers

3-(Methylthio)aniline >98.0%(GC)(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CSC1=CC=CC(=C1)N
• Uses: Pharmaceutical intermediate. 3-(Methylthio)aniline was used in the synthesis of phenyl azobenzene sulfonamide derivatives.

Technology Process of 3-(Methylthio)aniline

There total 18 articles about 3-(Methylthio)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: 96.0%

1-(methylsulfanyl)-3-nitrobenzene (2524-76-7) → 3-methylmercaptoaniline (1783-81-9)

Guidance literature:

With hydrazine hydrate; nickel-iron mixed oxide; In isopropyl alcohol; for 1.1h; Heating;

DOI:10.1002/adsc.200700070

Reference yield: 72.0%

→ 3-methylmercaptoaniline (1783-81-9)

Guidance literature:

Reference yield: 72.0%

1-chloro-3-methylsulfanylbenzene (4867-37-2) → 3-methylmercaptoaniline (1783-81-9)

Guidance literature:

With bis[chloro(1,2,3-trihapto-allylbenzene)palladium(II)]; N-[2-(di(1-adamantyl)phosphino)phenyl]morpholine; ammonia; sodium t-butanolate; In 1,4-dioxane; at 20 ℃; chemoselective reaction; Inert atmosphere;

DOI:10.1002/anie.201000526

upstream raw materials:

2-chlorothioanisole

2-bromo-1-(methylsulfanyl)benzene

1-(methylsulfanyl)-3-nitrobenzene

ammonia

Downstream raw materials:

(3-methylsulfanyl-phenyl)-pyridin-2-yl-amine

N-(3'-methylthiophenyl)anthranylic acid

3-bromo-1-(methylthio)benzene

3-cyanophenyl methyl sulfide

Refernces

• 1、 Wang, Jianqiang,Shi, Fangmin,Dai, Dongyan,Xiong, Liping,Yang, Yongpo. "N-bromosuccinimide/HCl mediated reduction of sulfoxides to sulfides". supporting information. p. 439 - 443. Retrieved 2021/02/03.
• 2、 Akai, Shuji,Ikawa, Takashi,Masuda, Shigeaki. "One-Pot Generation of Benzynes from Phenols: Formation of Primary Anilines by the Deoxyamination of Phenols". . . Retrieved 2020/03/23.