5-METHYL-1,3-DIHYDRO-BENZIMIDAZOL-2-ONE

Base Information

• Chemical Name: 5-METHYL-1,3-DIHYDRO-BENZIMIDAZOL-2-ONE
• CAS No.: 5400-75-9
• Molecular Formula: C8H8 N2 O
• Molecular Weight: 148.164
• Hs Code.: 2933990090
• Mol file: 5400-75-9.mol

Synonyms:2-Benzimidazolinone,5-methyl- (6CI,8CI); 1,3-Dihydro-5-methyl-2H-benzimidazol-2-one;5-Methyl-1,3-dihydro-2H-benzimidazol-2-one;5-Methyl-1,3-dihydrobenzimidazol-2-one; 5-Methyl-2(3H)-benzimidazolone;5-Methyl-2-benzimidazolinone; 5-Methylbenzimidazolone; NSC 10384

Chemical Property of 5-METHYL-1,3-DIHYDRO-BENZIMIDAZOL-2-ONE

Chemical Property:

• Vapor Pressure: 4.36mmHg at 25°C
• Melting Point: 292 °C(Solv: ethanol (64-17-5))
• Boiling Point: 147.7°C at 760 mmHg
• PKA: 12.26±0.30(Predicted)
• Flash Point: 51.2°C
• PSA: 48.65000
• Density: 1.201g/cm³
• LogP: 1.16460
• Storage Temp.: Room temperature.

Purity/Quality:

97% ^*data from raw suppliers

5-Methyl-1H-benzo[d]imidazol-2(3H)-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 5-Methyl-1H-benzo[d]imidazol-2(3H)-one is used in the preparation and structure activity relations of benzimidazolone as activators of chloride secretion and design of potential therapeutics for cystic fibrosis and chronic obstructive pulmonary disease

Technology Process of 5-METHYL-1,3-DIHYDRO-BENZIMIDAZOL-2-ONE

There total 3 articles about 5-METHYL-1,3-DIHYDRO-BENZIMIDAZOL-2-ONE 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: 75.0%

5-methyl-2-benz-1,3-imidazoline-2-thione (27231-36-3) → 5-methylbenzimidazole (614-97-1) + 5-methyl-2-hydroxybenzimidazole (5400-75-9)

Guidance literature:

With 3,3-dimethyldioxirane; magnesium sulfate; In dichloromethane; acetone; at 25 ℃;

Reference yield:

N-(4-methylphenyl)hydroxylamine (623-10-9) → 5-methyl-1,3-dihydro-2H-benzimidazol-2-one (5400-75-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 72 percent / CH₂Cl₂ / 2 h / Ambient temperature

2: 82 percent / Et₃N / acetonitrile; tetrahydrofuran / -35 °C

3: 93 percent / 200 °C / high vacuum sublimation

With triethylamine; In tetrahydrofuran; dichloromethane; acetonitrile;

DOI:10.1016/S0040-4020(01)88224-7

Reference yield:

N-(4-methyl-2-nitro-phenyl)-glycine (62573-36-8) → 5-methyl-1,3-dihydro-2H-benzimidazol-2-one (5400-75-9) + 5-methyl-benzimidazole 3-oxide (62376-78-7)

Guidance literature:

at 700 ℃; under 0.01 - 0.02 Torr; Yield given. Yields of byproduct given;

upstream raw materials:

N-(4-methyl-2-nitro-phenyl)-glycine

N-(4-methylphenyl)hydroxylamine

5-methyl-2-benz-1,3-imidazoline-2-thione

Downstream raw materials:

1,3,5-trimethyl-1H-benzo[d]imidazol-2(3H)-one

6-acetyl-5-methylbenzimidazolin-2-one

2-chloro-6-methyl-1H-benzo[d]imidazole

2,4-dinitrophenylhydrazone of 6,7-ureylene-3,5-dimethylindan-1-one