2-Mercapto-5-methylbenzimidazole

Base Information

• Chemical Name: 2-Mercapto-5-methylbenzimidazole
• CAS No.: 27231-36-3
• Deprecated CAS: 2360-37-4
• Molecular Formula: C8H8N2S
• Molecular Weight: 164.231
• Hs Code.: 2933990090
• European Community (EC) Number: 248-350-5
• NSC Number: 231400
• UNII: 8FTF5X7GCW
• DSSTox Substance ID: DTXSID70946421
• Nikkaji Number: J68.957B
• ChEMBL ID: CHEMBL4857118
• Mol file: 27231-36-3.mol

Synonyms:2-Mercapto-5-methylbenzimidazole;27231-36-3;5-Methyl-1H-benzimidazole-2-thiol;5-Methyl-2-benzimidazolethiol;5-methyl-1,3-dihydrobenzimidazole-2-thione;5-Methyl-2-mercaptobenzimidazole;2H-Benzimidazole-2-thione, 1,3-dihydro-5-methyl-;5-methylbenzimidazoline-2-thione;EINECS 248-350-5;8FTF5X7GCW;1,3-Dihydro-5-methyl-2H-benzimidazole-2-thione;NSC 231400;5-methyl-1H-1,3-benzodiazole-2-thiol;DTXSID70946421;5-Methyl-1H-benzoimidazole-2-thiol;NSC-231400;MFCD00010617;5-methyl-1H-benzo[d]imidazole-2-thiol;UNII-8FTF5X7GCW;mercapto-5-methylbenzimidazole;SCHEMBL229607;CHEMBL4857118;2-mercapto-5-methylbenzoimidazole;5-methyl-2-mercaptobenzoimidazole;2-mercapto-5-methyl-benzimidazole;5-methyl-benzimidazoline-2-thione;2-Mercapto-5-methyl benzimidazole;2-mercapto-5-methyl benzoimidazole;2-Benzimidazolinethione, 5-methyl-;6-Methyl-1H-benzimidazole-2-thiol;NSC231400;STL482095;AKOS000119572;AKOS000295976;AKOS000442052;AC-4618;CS-W014312;2-Mercapto-5-methyl-1H- benzimidazole;2-Mercapto-5-methylbenzimidazole, 99%;AS-65387;LS-185778;BB 0242025;FT-0612748;M1357;EN300-18181;F21329;5-Methyl-1,3-dihydro-2H-benzimidazole-2-thione;AB00374252-02;A818968;J-016703;5-Methyl-1,3-dihydro-2H-benzo[d]imidazole-2-thione;7-BROMO-4-CHLORO-2-TRIFLUOROMETHYL-QUINAZOLINE;Z57298378;F1791-0318;2360-37-4

Chemical Property of 2-Mercapto-5-methylbenzimidazole

Chemical Property:

• Appearance/Colour: White to cream powder
• Vapor Pressure: 0.00335mmHg at 25°C
• Melting Point: 290-293 °C(lit.)
• Refractive Index: 1.708
• Boiling Point: 282.5 °C at 760 mmHg
• PKA: 10.60±0.30(Predicted)
• Flash Point: 124.6 °C
• PSA: 67.48000
• Density: 1.32 g/cm³
• LogP: 2.16000
• Water Solubility.: Insoluble in water.
• XLogP3: 2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 164.04081944
• Heavy Atom Count: 11
• Complexity: 181

Purity/Quality:

98% ^*data from raw suppliers

5-Methyl-1H-benzimidazole-2-thiol ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC2=C(C=C1)NC(=S)N2
• Uses: 2-Mercapto-5-methylbenzimidazole is used as an additive in liquid paraffin. And also used in electrochemical techniques, corrosion inhibitors for steel under highly acidic conditions and pointed out that the effectiveness of the heterocyclic compound can be intimately associated to its molecular structure.

Technology Process of 2-Mercapto-5-methylbenzimidazole

There total 38 articles about 2-Mercapto-5-methylbenzimidazole 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: 92.0%

1-methyl-3-[5-methyl-2-(3-methyl-thioureido)-phenyl]-thiourea → N,N-dimethylthiourea (534-13-4) + 2-mercapto-5-methylbenzimidazole (27231-36-3)

Guidance literature:

In 1,4-dioxane; for 2h; Heating;

DOI:10.1080/00397919908085769

Reference yield: 90.0%

carbon disulfide (75-15-0,12122-00-8) + 4-methyl-1,2-diaminobenzene (496-72-0) → 5-methyl-2-benz-1,3-imidazoline-2-thione (27231-36-3)

Guidance literature:

With 2,3,4,5,7,8,9,10-octahydropyrimido[1,2-a]azepin-1-ium acetate; In neat (no solvent); at 20 ℃; for 0.5h;

DOI:10.1080/00304948.2019.1581717

Reference yield: 89.0%

4-methyl-1,2-diaminobenzene (496-72-0) + N,N-diphenylthiourea (102-08-9) → 5-methyl-2-benz-1,3-imidazoline-2-thione (27231-36-3)

Guidance literature:

In N,N-dimethyl acetamide; for 0.05h; Irradiation;

upstream raw materials:

thiophosgene

4-Methyl-benzene-1,2-diamine; hydrochloride

4-methyl-o-phenylene diisothiocyanate

ammonium thiocyanate

Downstream raw materials:

2-(5-methyl-1(3)H-benzimidazol-2-ylmercapto)-propionic acid

<(5-methyl-2-benzimidazolyl)thio>acetic acid

2-(5-Methyl-1H-benzoimidazol-2-ylsulfanylmethyl)-phenylamine

Cyclohexyl-[1-ethyl-8-(5-methyl-1H-benzoimidazol-2-ylsulfanylmethyl)-1,2,3,4-tetrahydro-quinolin-4-yl]-amine

Refernces

• 1、 Sever, Belgin,Akal?n ?ift?i, Gül?en,Alt?ntop, Mehlika Dilek. "A new series of benzoxazole-based SIRT1 modulators for targeted therapy of non-small-cell lung cancer". . . Retrieved 2020/09/21.
• 2、 Ganji, Lata R.,Gandhi, Lekha,Musturi, Venkataramana,Kanyalkar, Meena A.. "Design, synthesis, and evaluation of different scaffold derivatives against NS2B-NS3 protease of dengue virus". . p. 285 - 301. Retrieved 2020/11/19.