1,3-Dihydro-5-chloro-1-methyl-3-phenyl-2H-benzimidazol-2-one

Base Information

• Chemical Name: 1,3-Dihydro-5-chloro-1-methyl-3-phenyl-2H-benzimidazol-2-one
• CAS No.: 37385-92-5
• Molecular Formula: C14H11 Cl N2 O
• Molecular Weight: 258.707
• Hs Code.: 2933990090
• Mol file: 37385-92-5.mol

Synonyms:1,3-Dihydro-5-chloro-1-methyl-3-phenyl-2H-benzimidazol-2-one

Chemical Property of 1,3-Dihydro-5-chloro-1-methyl-3-phenyl-2H-benzimidazol-2-one

Chemical Property:

• Vapor Pressure: 9.36E-07mmHg at 25°C
• Melting Point: 152-153 °C(Solv: ethanol (64-17-5))
• Boiling Point: 404.6°Cat760mmHg
• PKA: -0.02±0.20(Predicted)
• Flash Point: 198.5°C
• PSA: 26.93000
• Density: 1.338g/cm³
• LogP: 2.98260

Purity/Quality:

5-Chloro-1,3-dihydro-1-methyl-3-phenyl-2H-benzimidazol-2-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 5-Chloro-1,3-dihydro-1-methyl-3-phenyl-2H-benzimidazol-2-one is an intermediate in the synthesis of Clobazam (C582500), a benzodiazepine psychotherapeutic agent and anxiolytic agent.

Technology Process of 1,3-Dihydro-5-chloro-1-methyl-3-phenyl-2H-benzimidazol-2-one

There total 12 articles about 1,3-Dihydro-5-chloro-1-methyl-3-phenyl-2H-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: 82.0%

6-chloro-1,3-dihydro-1-phenyl-2H-benzimidazol-2-one (54986-47-9) + dimethyl sulfate (77-78-1) → 5-chloro-1-methyl-3-phenyl-1,3-dihydro-2H-benzo[d]imidazol-2-one (37385-92-5)

Guidance literature:

With potassium carbonate; In methanol; at 50 - 55 ℃; for 12h;

Reference yield: 70.0%

N-methyl(p-chloroaniline) (932-96-7) + phenyl isocyanate (103-71-9) → 5-chloro-1-methyl-3-phenyl-1,3-dihydro-2H-benzo[d]imidazol-2-one (37385-92-5)

Guidance literature:

With palladium diacetate; silver carbonate; In 1,2-dichloro-ethane; at 120 ℃; for 6h;

DOI:10.1021/acs.orglett.6b03151

Reference yield: 63.0%

N-(4-chloro-phenyl)-N-methyl-N'-phenyl-urea (86504-25-8) → 5-chloro-1-methyl-3-phenyl-1,3-dihydro-2H-benzo[d]imidazol-2-one (37385-92-5)

Guidance literature:

With [bis(acetoxy)iodo]benzene; caesium carbonate; at 25 ℃; for 12h; Schlenk technique; Sealed tube;

DOI:10.1002/ejoc.201500726

upstream raw materials:

6-chloro-1,3-dihydro-1-phenyl-2H-benzimidazol-2-one

dimethyl sulfate

4-chloro-N₂-phenylbenzene-1,2-diamine

N¹-phenyl-N²-carbethoxy-5-chloro-o.phenylenediamine

Downstream raw materials:

5-Chloro-1-methyl-3-phenyl-1,3-dihydro-benzoimidazole-2-thione

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