1H-Imidazole-1-acetic acid, 2-nitro-, 2,3,5,6-tetrafluorophenyl ester

Base Information

• Chemical Name: 1H-Imidazole-1-acetic acid, 2-nitro-, 2,3,5,6-tetrafluorophenyl ester
• CAS No.: 199734-70-8
• Molecular Formula: C11H5F4N3O4
• Molecular Weight: 319.16900
• DSSTox Substance ID: DTXSID10466678
• Mol file: 199734-70-8.mol

Synonyms:199734-70-8;1H-Imidazole-1-acetic acid, 2-nitro-, 2,3,5,6-tetrafluorophenyl ester;(2,3,5,6-tetrafluorophenyl) 2-(2-nitroimidazol-1-yl)acetate;SCHEMBL6096292;DTXSID10466678;2-Nitro-1H-imidazole-1-acetic acid 2,3,5,6-tetrafluorophenyl ester;2,3,5,6-Tetrafluorophenyl-2-(2-nitroimidazol-1-yl)acetate

Chemical Property of 1H-Imidazole-1-acetic acid, 2-nitro-, 2,3,5,6-tetrafluorophenyl ester

Chemical Property:

• PSA: 89.94000
• LogP: 2.47650
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 4
• Exact Mass: 319.02161830
• Heavy Atom Count: 22
• Complexity: 424

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN(C(=N1)[N+](=O)[O-])CC(=O)OC2=C(C(=CC(=C2F)F)F)F

Technology Process of 1H-Imidazole-1-acetic acid, 2-nitro-, 2,3,5,6-tetrafluorophenyl ester

There total 3 articles about 1H-Imidazole-1-acetic acid, 2-nitro-, 2,3,5,6-tetrafluorophenyl ester 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: 70.0%

2,3,5,6-tetrafluorophenyl 2,2,2-trifluoroacetate (142685-25-4) + 2-(2-nitro-1H-imidazol-1-yl)acetic acid (22813-32-7) → 2,3,5,6-tetrafluorophenyl 2-(2-nitroimidazol-1-yl)acetate (199734-70-8)

Guidance literature:

With triethylamine; In acetonitrile; at 20 ℃;

DOI:10.1016/S0968-0896(00)00279-0

Reference yield: 55.0%

2,3,5,6-tetraflourophenol (769-39-1,85303-67-9) + 2-(2-nitro-1H-imidazol-1-yl)acetic acid (22813-32-7) → 2,3,5,6-tetrafluorophenyl 2-(2-nitroimidazol-1-yl)acetate (199734-70-8)

Guidance literature:

With dicyclohexyl-carbodiimide; In tetrahydrofuran; at 20 ℃;

DOI:10.1002/jlcr.691

Reference yield:

2,3,5,6-tetraflourophenol (769-39-1,85303-67-9) → 2,3,5,6-tetrafluorophenyl 2-(2-nitroimidazol-1-yl)acetate (199734-70-8)

Guidance literature:

Multi-step reaction with 2 steps

1: boron trifluoride etherate / 48 h / Heating

2: 70 percent / Et₃N / acetonitrile / 20 °C

With boron trifluoride diethyl etherate; triethylamine; In acetonitrile;

DOI:10.1016/S0968-0896(00)00279-0

upstream raw materials:

2,3,5,6-tetrafluorophenyl 2,2,2-trifluoroacetate

2-(2-nitro-1H-imidazol-1-yl)acetic acid

2,3,5,6-tetraflourophenol

Downstream raw materials:

FETA