2-(Methylthio)aniline

Base Information

• Chemical Name: 2-(Methylthio)aniline
• CAS No.: 2987-53-3
• Molecular Formula: C7H9NS
• Molecular Weight: 139.221
• Hs Code.: 29309090
• European Community (EC) Number: 221-055-9
• NSC Number: 62853,41588
• DSSTox Substance ID: DTXSID80183986
• Nikkaji Number: J80.611K
• Wikidata: Q72491335
• Mol file: 2987-53-3.mol

Synonyms:2-(methylthio)aniline

Chemical Property of 2-(Methylthio)aniline

Chemical Property:

• Appearance/Colour: Clear pale yellow liquid
• Vapor Pressure: 0.052mmHg at 25°C
• Melting Point: 215 °C
• Refractive Index: n20/D 1.624(lit.)
• Boiling Point: 234.7 °C at 760 mmHg
• PKA: 3.45(at 25℃)
• Flash Point: 95.8 °C
• PSA: 51.32000
• Density: 1.12 g/cm³
• LogP: 2.57190
• Water Solubility.: Soluble in water (less).
• XLogP3: 1.8
• 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:

98% min ^*data from raw suppliers

2-(Methylthio)aniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi；Xn
• Hazard Codes: Xn,Xi
• Statements: 22
• Safety Statements: 36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CSC1=CC=CC=C1N
• Uses: 2-(Methylthio)aniline used as important raw material and intermediate used in organic Synthesis, pharmaceuticals and agrochemicals.

Technology Process of 2-(Methylthio)aniline

There total 39 articles about 2-(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: 97.0%

2-amino-benzenethiol (137-07-5) + dimethyl sulfate (77-78-1) → 2-(Methylthio)aniline (2987-53-3)

Guidance literature:

With sodium hydroxide; In water; at 20 ℃;

DOI:10.1021/acs.inorgchem.9b03259

Reference yield: 94.0%

2-amino-benzenethiol (137-07-5) + methyl iodide (74-88-4) → 2-(Methylthio)aniline (2987-53-3)

Guidance literature:

With sodium methylate; In methanol; Heating;

Reference yield: 86.0%

malonic acid dimethyl ester (108-59-8) + 2-Aminophenyl disulfide (1141-88-4) → 2H-1,4-benzothiazin-3-one (5325-20-2) + 2-(Methylthio)aniline (2987-53-3)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 100 ℃; for 0.333333h;

DOI:10.1055/s-1990-27051

upstream raw materials:

ethanol

methyl 2-nitrophenyl sulfide

sodium acetate

N,N'-bis-(2-methylsulfanyl-phenyl)-thiourea

Downstream raw materials:

2,2-dimethyl-5-[2-(methylsulfanyl)anilino]-methylene-1,3-dioxane-4,6-dione

ethyl 1-methyl-3-phenyl-1H-1,4-benzothiazine-2-carboxylate

dimethyl 3-chloro-2-(2-methylthiophenylamino)but-2-ene-1,4-dioate

2,2-dimethyl-2,3-dihydro-1H-phenothiazin-4(10H)-one

Refernces

• 1、 Barlin,Young. "-". . p. 1261. Retrieved 1971.
• 2、 Tang, Yu,Yu, Biao. "A Mild Heteroatom (O -, N -, and S -) Methylation Protocol Using Trimethyl Phosphate (TMP)-Ca(OH) 2Combination". . . Retrieved 2022/03/27.
• 3、 Bao, Lan,Dong, Jinhuan,Hu, Junlin,Jia, Mengying,Liu, Xiaoli,Sun, Shaoguang,Xu, Xianxiu. "Ionic Reactivity of 2-Isocyanoaryl Thioethers: Access to 2-Halo and 2-Aminobenzothia/Selenazoles". . . Retrieved 2022/02/23.