4-Methoxy-1,3-dihydro-2H-benzimidazole-2-thione

Base Information

• Chemical Name: 4-Methoxy-1,3-dihydro-2H-benzimidazole-2-thione
• CAS No.: 149367-83-9
• Molecular Formula: C8H8 N2 O S
• Molecular Weight: 180.23
• DSSTox Substance ID: DTXSID50599959
• Wikidata: Q82495924
• Mol file: 149367-83-9.mol

Synonyms:149367-83-9;4-Methoxy-1,3-dihydro-2H-benzimidazole-2-thione;4-methoxy-1,3-dihydrobenzimidazole-2-thione;2H-Benzimidazole-2-thione, 1,3-dihydro-4-methoxy-;4-METHOXY-1H-BENZO[D]IMIDAZOLE-2(3H)-THIONE;2H-Benzimidazole-2-thione,1,3-dihydro-4-methoxy-(9CI);SCHEMBL716477;DTXSID50599959;AKOS006303369;DB-270275

Chemical Property of 4-Methoxy-1,3-dihydro-2H-benzimidazole-2-thione

Chemical Property:

• PSA: 76.71000
• LogP: 1.86020
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 180.03573406
• Heavy Atom Count: 12
• Complexity: 198

Purity/Quality:

95% ^*data from raw suppliers

4-METHOXY-1H-BENZO[D]IMIDAZOLE-2(3H)-THIONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=CC=CC2=C1NC(=S)N2

Technology Process of 4-Methoxy-1,3-dihydro-2H-benzimidazole-2-thione

There total 3 articles about 4-Methoxy-1,3-dihydro-2H-benzimidazole-2-thione 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:

carbon disulfide (75-15-0,12122-00-8) + 3-methoxybenzene-1,2-diamine (37466-89-0) → 4-methoxy-1H-benzimidazole-2-thiol (149367-83-9)

Guidance literature:

carbon disulfide; 3-methoxybenzene-1,2-diamine; In methanol; at 20 ℃;

With triethylamine; In methanol; at 50 ℃; for 3h;

Reference yield:

carbon disulfide (75-15-0,12122-00-8) + 3-methoxybenzene-1,2-diamine (37466-89-0) → 5-methoxy-benz-1,3-imidazoline-2-thione (149367-83-9)

Guidance literature:

With potassium hydroxide; In water; at 70 ℃;

DOI:10.1021/acs.jmedchem.7b00587

Reference yield:

2-methoxy-6-nitroaniline (16554-45-3) → 5-methoxy-benz-1,3-imidazoline-2-thione (149367-83-9)

Guidance literature:

Multi-step reaction with 2 steps

1: palladium 10% on activated carbon; hydrogen / methanol / 6 h / 20 °C

2: potassium hydroxide / water / 70 °C

With palladium 10% on activated carbon; hydrogen; potassium hydroxide; In methanol; water;

DOI:10.1021/acs.jmedchem.7b00587

upstream raw materials:

carbon disulfide

3-methoxybenzene-1,2-diamine

2-methoxy-6-nitroaniline