methyl 2-(trifluoromethyl)-1H-benzo[d]imidazole-7-carboxylate

Base Information

• Chemical Name: methyl 2-(trifluoromethyl)-1H-benzo[d]imidazole-7-carboxylate
• CAS No.: 313278-92-1
• Molecular Formula: C₁₀H₇F₃N₂O₂
• Molecular Weight: 244.173
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID80440804
• Mol file: 313278-92-1.mol

Synonyms:313278-92-1;methyl 2-(trifluoromethyl)-1H-benzo[d]imidazole-7-carboxylate;methyl 2-(trifluoromethyl)-1H-benzimidazole-4-carboxylate;DTXSID80440804;AMY15951;2-(Trifluoromethyl)-1H-benzimidazole-7-carboxylic acid methyl ester;AKOS017559920;F18220;methyl2-(trifluoromethyl)-1H-benzo[d]imidazole-7-carboxylate;1H-BENZIMIDAZOLE-7-CARBOXYLIC ACID, 2-(TRIFLUOROMETHYL)-, METHYL ESTER

Chemical Property of methyl 2-(trifluoromethyl)-1H-benzo[d]imidazole-7-carboxylate

Chemical Property:

• Melting Point: 86-88 °C
• Boiling Point: 340.5±42.0 °C(Predicted)
• PKA: 7.97±0.10(Predicted)
• PSA: 54.98000
• Density: 1.466±0.06 g/cm3(Predicted)
• LogP: 2.36830
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 244.04596196
• Heavy Atom Count: 17
• Complexity: 308

Purity/Quality:

≥99% ^*data from raw suppliers

Methyl2-(trifluoromethyl)-1H-benzo[d]imidazole-7-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=C2C(=CC=C1)NC(=N2)C(F)(F)F

Technology Process of methyl 2-(trifluoromethyl)-1H-benzo[d]imidazole-7-carboxylate

There total 4 articles about methyl 2-(trifluoromethyl)-1H-benzo[d]imidazole-7-carboxylate 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%

methyl 2-N-(trifluoroacetyl)amino-3-nitrobenzoate (313278-90-9) → methyl 2-trifluoromethyl-1H-benzimidazole-4-carboxylate (313278-92-1)

Guidance literature:

With hydrogen; 10percent Pd/C; In methanol; under 760.051 Torr;

DOI:10.1021/jm000950v

Reference yield:

methyl 3-nitroanthranilate (57113-91-4) → methyl 2-trifluoromethyl-1H-benzimidazole-4-carboxylate (313278-92-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 64 percent / Et₃N / tetrahydrofuran / 12 h / 20 °C

2: 75 percent / H₂ / 10percent Pd/C / methanol / 760.05 Torr

With hydrogen; triethylamine; 10percent Pd/C; In tetrahydrofuran; methanol;

DOI:10.1021/jm000950v

Reference yield:

3-nitroanthranilic acid (606-18-8) → methyl 2-trifluoromethyl-1H-benzimidazole-4-carboxylate (313278-92-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 60 percent / HCl(g) / 6 h / Heating

2: 64 percent / Et₃N / tetrahydrofuran / 12 h / 20 °C

3: 75 percent / H₂ / 10percent Pd/C / methanol / 760.05 Torr

With hydrogenchloride; hydrogen; triethylamine; 10percent Pd/C; In tetrahydrofuran; methanol;

DOI:10.1021/jm000950v

upstream raw materials:

methyl 2-N-(trifluoroacetyl)amino-3-nitrobenzoate

methyl 3-nitroanthranilate

3-nitroanthranilic acid

2-carbamoyl-3-nitrobenzoic acid