1,3-Dihydro-5-(trifluoromethoxy)-2H-benzimidazol-2-one

Base Information

• Chemical Name: 1,3-Dihydro-5-(trifluoromethoxy)-2H-benzimidazol-2-one
• CAS No.: 877681-12-4
• Molecular Formula: C₈H₅F₃N₂O₂
• Molecular Weight: 218.135
• UNII: 693GN7F74I
• DSSTox Substance ID: DTXSID00468540
• Wikidata: Q27264307
• Mol file: 877681-12-4.mol

Synonyms:877681-12-4;5-(TRIFLUOROMETHOXY)BENZOIMIDAZOL-2(3H)-ONE;1,3-Dihydro-5-(trifluoromethoxy)-2H-benzimidazol-2-one;5-(Trifluoromethoxy)-1H-benzo[d]imidazol-2(3H)-one;5-(trifluoromethoxy)-1,3-dihydrobenzimidazol-2-one;5-(Trifluoromethoxy)benzimidazol-2(3H)-one;2H-Benzimidazol-2-one, 1,3-dihydro-5-(trifluoromethoxy)-;693GN7F74I;MFCD05663530;5-(trifluoromethoxy)-2,3-dihydro-1H-1,3-benzodiazol-2-one;UNII-693GN7F74I;C8H5F3N2O2;SCHEMBL3036012;DTXSID00468540;AKOS015853156;AB21867;BS-24099;SY039608;CS-0211520;A862423;Q27264307;5-(Trifluoromethoxy)-1,3-dihydro-2H-benzimidazol-2-one;5-TRIFLUOROMETHOXY-1,3-DIHYDRO-BENZIMIDAZOL-2-ONE;5-[(Trifluoromethyl)oxy]-1,3-dihydro-2H-benzimidazol-2-one

Chemical Property of 1,3-Dihydro-5-(trifluoromethoxy)-2H-benzimidazol-2-one

Chemical Property:

• PSA: 57.88000
• LogP: 1.75480
• Storage Temp.: Room temperature.
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 218.03031189
• Heavy Atom Count: 15
• Complexity: 269

Purity/Quality:

97% ^*data from raw suppliers

5-(Trifluoromethoxy)-1H-benzo[d]imidazol-2(3H)-one 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1OC(F)(F)F)NC(=O)N2

Technology Process of 1,3-Dihydro-5-(trifluoromethoxy)-2H-benzimidazol-2-one

There total 7 articles about 1,3-Dihydro-5-(trifluoromethoxy)-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: 94.0%

4-(trifluoromethoxy)benzene-1,2-diamine (658-89-9) + urea (57-13-6) → 5-(trifluoromethoxy)-1,3-dihydro-2H-benzo[d]imidazol-2-one (877681-12-4)

Guidance literature:

In N,N-dimethyl-formamide; at 150 ℃;

Reference yield: 88.0%

4-(trifluoromethoxy)benzene-1,2-diamine (658-89-9) + 1,1'-carbonyldiimidazole (530-62-1) → 5-(trifluoromethoxy)-1,3-dihydro-2H-benzo[d]imidazol-2-one (877681-12-4)

Guidance literature:

In tetrahydrofuran; at 70 ℃;

DOI:10.1021/jm201061j

Reference yield:

2-amino-4-trifluoromethoxy-N-acetylaniline (1351534-05-8) → 5-(trifluoromethoxy)-1,3-dihydro-2H-benzo[d]imidazol-2-one (877681-12-4)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydroxide / methanol; water / 70 °C

2: tetrahydrofuran / 70 °C

With sodium hydroxide; In tetrahydrofuran; methanol; water;

DOI:10.1021/jm201061j

upstream raw materials:

4-(trifluoromethoxy)benzene-1,2-diamine

urea

2-amino-4-trifluoromethoxy-N-acetylaniline

4-(trifluoromethoxy)aniline

Downstream raw materials:

2-chloro-6-(trifluoromethoxy)-1H-benzo[d]imidazole

(2R)-2-[2-chloro-5-[[3-(6-methoxybenzisoxazol-3-yl)-2-oxo-5-trifluoromethoxybenzimidazol-1-yl]methyl]phenoxy]propanoic acid

3-phenyl-8-{5-[(trifluoromethyl)oxy]-1H-benzimidazol-2-yl}-1-oxa-3,8-diazaspiro-[4.5]decan-2-one

3-phenyl-8-{5-[(trifluoromethyl)oxy]-1H-benzimidazol-2-yl}-1-oxa-3,8-diazaspiro-[4.5]decan-2-one hydrochloride