1-Methyl-2-(Methylthio)iMidazole

Base Information

• Chemical Name: 1-Methyl-2-(Methylthio)iMidazole
• CAS No.: 14486-52-3
• Molecular Formula: C5H8N2S
• Molecular Weight: 128.198
• Hs Code.: 2933290090
• Mol file: 14486-52-3.mol

Synonyms:2-methylmercapto-3-methylimidazole;SC5098;Imidazole,1-methyl-2-methylthio;1-Methyl-2-(methylsulphanyl)-1H-imidazole (1-Methyl-2-(methylthio)-1H-imidazole;

Chemical Property of 1-Methyl-2-(Methylthio)iMidazole

Chemical Property:

• Boiling Point: 166 °C(Press: 30 Torr)
• PKA: 5.88±0.25(Predicted)
• PSA: 43.12000
• Density: 1.14±0.1 g/cm3(Predicted)
• LogP: 1.14200
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), Methanol (Slightly)

Purity/Quality:

99% ^*data from raw suppliers

1-Methyl-2-(methylthio)imidazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 1-Methyl-2-(methylthio)imidazole is an impurity of Methimazole (M260300), a thiourea antithyroid agent that prevents iodine organification, thus inhibiting the synthesis of thyroxine. 1-Methyl-2-(methylthio)imidazole (Methimazole USP Related Compound C) is an impurity of Methimazole (M260300), a thiourea antithyroid agent that prevents iodine organification, thus inhibiting the synthesis of thyroxine.

Technology Process of 1-Methyl-2-(Methylthio)iMidazole

There total 9 articles about 1-Methyl-2-(Methylthio)iMidazole 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: 95.0%

1-methyl-1,3-dihydro-imidazole-2-thione (60-56-0,223768-14-7,4708-61-6) + methyl iodide (74-88-4) → 2-methylmercapto-3-methylimidazole (14486-52-3)

Guidance literature:

With sodium carbonate; for 1h; Ambient temperature;

DOI:10.1002/jhet.5570320138

Reference yield: 80.0%

methyl carbonimidodithioic acid dimethyl ester (18805-25-9) + 2,2-diethoxy-ethanamine (645-36-3) → 2-methylmercapto-3-methylimidazole (14486-52-3)

Guidance literature:

In acetic acid; for 11h; Heating;

DOI:10.1055/s-1987-28201

Reference yield: 79.0%

1-methyl-1H-imidazole (616-47-7) + methyl iodide (74-88-4) → 2-methylmercapto-3-methylimidazole (14486-52-3)

Guidance literature:

1-methyl-1H-imidazole; With n-butyllithium; In tetrahydrofuran; hexane; at -78 - 20 ℃;

With sulfur; In tetrahydrofuran; hexane; for 12h; Heating;

methyl iodide; In tetrahydrofuran; hexane; at 20 ℃; for 4h;

DOI:10.1021/ja054497u

upstream raw materials:

1-methyl-1H-imidazole

Dimethyldisulphide

1-methyl-1,3-dihydro-imidazole-2-thione

dimethyl sulfate

Downstream raw materials:

2-methanesulfinyl-1-methyl-imidazole

1-methyl-2-(methylsulfonyl)-1H-imidazole

1-methyl-2-(methylsulfanyl)-5-nitro-1H-imidazole

N-(4-nitrobenzenesulfonyl) methyl[2-(n-methylimidazolyl)]sulfilimine

Refernces

• 1、 Roy, Gouriprasanna,Mugesh. "Anti-thyroid drugs and thyroid hormone synthesis: Effect of methimazole derivatives on peroxidase-catalyzed reactions". . p. 15207 - 15217. Retrieved 2005.
• 2、 Chauvière, Gérard,Bouteille, Bernard,Enanga, Bertin,De Albuquerque, Cristina,Croft, Simon L.,Dumas, Michel,Périé, Jacques. "Synthesis and biological activity of nitro heterocycles analogous to megazol, a trypanocidal lead". . p. 427 - 440. Retrieved 2007/10/03.