2-(Methylthio)benzimidazole

Base Information

• Chemical Name: 2-(Methylthio)benzimidazole
• CAS No.: 7152-24-1
• Molecular Formula: C8H8N2S
• Molecular Weight: 164.231
• Hs Code.: 2933990090
• European Community (EC) Number: 230-494-5
• NSC Number: 21699
• UNII: 3O1W4OYE3V
• DSSTox Substance ID: DTXSID2064577
• Nikkaji Number: J41.306B
• Wikidata: Q81991668
• ChEMBL ID: CHEMBL72355
• Mol file: 7152-24-1.mol

Synonyms:2-(Methylthio)benzimidazole;7152-24-1;2-Methylmercaptobenzimidazole;2-(methylthio)-1H-benzo[d]imidazole;1H-Benzimidazole, 2-(methylthio)-;2-(Methylsulfanyl)-1H-benzimidazole;S-Methyl-2-mercaptobenzimidazole;2-methylthiobenzimidazole;Benzimidazole, 2-(methylthio)-;2-methylsulfanyl-1H-benzimidazole;2-(methylthio)-1H-benzimidazole;2-Methylthio benzimidazole;BENZIMIDAZOLE, 2-METHYLTHIO-;NSC 21699;2-(methylsulfanyl)-1H-1,3-benzodiazole;EINECS 230-494-5;BRN 0122360;3O1W4OYE3V;2-(Methylmercapto)benzimidazole;2-Methylsulfanyl-1H-benzoimidazole;NSC-21699;5-23-11-00263 (Beilstein Handbook Reference);NSC21699;Maybridge1_003491;Maybridge1_006291;UNII-3O1W4OYE3V;2-(methylthio)-benzimidazole;CHEMBL72355;SCHEMBL374735;DTXSID2064577;HMS559F21;WLN: T56 BM DNJ CS1;2-(Methylthio)benzimidazole, 97%;MFCD00005594;STK394299;AKOS000275364;2-(METHYLSULFANYL)BENZIMIDAZOLE;CCG-102422;AS-62226;DP 01217;LS-33075;BB 0219617;CS-0150092;FT-0608856;M0438;EN300-16095;D83702;AB00981269-01;A866420;AF-615/01049027;Z53833331

Chemical Property of 2-(Methylthio)benzimidazole

Chemical Property:

• Appearance/Colour: LIGHT YELLOW TO BEIGE FINE CRYSTALLINE POWDER
• Vapor Pressure: 5.48E-05mmHg at 25°C
• Melting Point: 202-205oC
• Refractive Index: 1.5700 (estimate)
• Boiling Point: 347.2°Cat760mmHg
• PKA: 10.65±0.10(Predicted)
• Flash Point: 163.8°C
• PSA: 53.98000
• Density: 1.29g/cm³
• LogP: 2.28480
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 164.04081944
• Heavy Atom Count: 11
• Complexity: 140

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-(Methylthio)benzimidazole >99.0%(HPLC)(T) ^*data from reagent suppliers

Safty Information:

• Safety Statements: S24/25:Avoid contact with skin and eyes.

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CSC1=NC2=CC=CC=C2N1

Technology Process of 2-(Methylthio)benzimidazole

There total 25 articles about 2-(Methylthio)benzimidazole 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: 99.0%

1-H-1,3-benzimidazol-2-yl methyl sulfoxide (98639-91-9,60525-14-6) → 2-methylsulfanylbenzimidazole (7152-24-1)

Guidance literature:

With 1,3,5-trichloro-2,4,6-triazine; potassium iodide; In acetonitrile; at 20 ℃; for 0.25h; chemoselective reaction;

DOI:10.1016/j.tetlet.2011.09.073

Reference yield: 97.0%

2,3-dihydrobenzimidazol-2-thione (583-39-1,2080-59-3) + methyl iodide (74-88-4) → 2-methylsulfanylbenzimidazole (7152-24-1)

Guidance literature:

With triethylamine; In tetrahydrofuran;

DOI:10.1016/0040-4020(95)00751-S

Reference yield: 95.0%

methanol (67-56-1) + 2,3-dihydrobenzimidazol-2-thione (583-39-1,2080-59-3) → 2-methylsulfanylbenzimidazole (7152-24-1)

Guidance literature:

With hydrogenchloride; for 2h; Heating;

DOI:10.1007/BF00508677

upstream raw materials:

diazomethane

2,3-dihydrobenzimidazol-2-thione

diethyl ether

aluminum isopropoxide

Downstream raw materials:

1-H-1,3-benzimidazol-2-yl methyl sulfoxide

Refernces

• 1、 Benicio, Fernando Obledo,Gami?o, José Antonio Valcárcel,Hernández, Carlos Eduardo Macías,Martínez, Francisco J. Martínez,Martínez, María Teresa Sumaya,Ramos-Organillo, ángel,Rodríguez, Omar Alejandro Ramos,Sánchez, Juan Pablo Mojica,Sandoval, Zeferino Gómez. "Synthesis of novel amides with antiradical capacity from 2-mercaptobenzimidazole and cinnamic acids: Evaluation through donor-acceptor maps and QSAR". . . Retrieved 2020/08/03.
• 2、 Elkot, Hoda A.,Ragab, Ibrahim,Saleh, Noha M.,Amin, Mohamed N.,Al-Rashood, Sara T.,El-Messery, Shahenda M.,Hassan, Ghada S.. "Design, synthesis, and antitumor activity of PLGA nanoparticles incorporating a discovered benzimidazole derivative as EZH2 inhibitor". . . Retrieved 2021/05/31.