2-Fluoro-N-methyl-4-nitrobenzamide

Base Information

• Chemical Name: 2-Fluoro-N-methyl-4-nitrobenzamide
• CAS No.: 915087-24-0
• Molecular Formula: C8H7FN2O3
• Molecular Weight: 198.154
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID40702697
• Wikidata: Q72490809
• Mol file: 915087-24-0.mol

Synonyms:2-FLUORO-N-METHYL-4-NITROBENZAMIDE;915087-24-0;N-Methyl-2-fluoro-4-nitrobenzamide;2-Fluoro-N-methyl-4-nitro-benzamide;MFCD09909407;Benzamide,2-fluoro-N-methyl-4-nitro-;SCHEMBL547498;DTXSID40702697;CWGRZEVFBBAKCD-UHFFFAOYSA-N;AMY42078;BCP12300;CS-M1521;AB3779;N-methyl-2-fluoro-4 -nitrobenzamide;AC-29970;AS-44734;SY039791;FT-0687534

Chemical Property of 2-Fluoro-N-methyl-4-nitrobenzamide

Chemical Property:

• PSA: 78.41000
• Density: 1.358
• LogP: 2.19150
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 198.04407025
• Heavy Atom Count: 14
• Complexity: 241

Purity/Quality:

97% ^*data from raw suppliers

2-Fluoro-N-methyl-4-nitrobenzamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CNC(=O)C1=C(C=C(C=C1)[N+](=O)[O-])F
• Uses: 2-?Fluoro-?N-?methyl-?4-?nitrobenzamide is used in the preparation of androgen receptor antagonists MDV3100. MDV3100 is also a clinical candidate for the treatment of hormone refractory prostrate cancer.

Technology Process of 2-Fluoro-N-methyl-4-nitrobenzamide

There total 8 articles about 2-Fluoro-N-methyl-4-nitrobenzamide 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: 95.0%

2-fluoro-4-nitrobenzoic acid (403-24-7) + methylamine hydrochloride (593-51-1) → 2-fluoro-N-methyl-4-nitro-benzamide (915087-24-0)

Guidance literature:

2-fluoro-4-nitrobenzoic acid; With triethylamine; 1,1'-carbonyldiimidazole; In dichloromethane; at 20 ℃; Inert atmosphere;

methylamine hydrochloride; In dichloromethane; Inert atmosphere;

DOI:10.1016/j.bmcl.2017.04.071

Reference yield: 93.45%

2-fluoro-4-nitrobenzoic acid (403-24-7) + methylamine (74-89-5) → 2-fluoro-N-methyl-4-nitro-benzamide (915087-24-0)

Guidance literature:

2-fluoro-4-nitrobenzoic acid; With thionyl chloride; In N,N-dimethyl-formamide; toluene; at 60 - 65 ℃; for 3h;

methylamine; In water; N,N-dimethyl-formamide; toluene; at 25 - 35 ℃; for 1h;

Reference yield: 85.0%

methylamine (74-89-5) → 2-fluoro-N-methyl-4-nitro-benzamide (915087-24-0)

Guidance literature:

2-fluoro-4-nitrobenzoic acid; With thionyl chloride; In N,N-dimethyl-formamide; at -5 ℃; for 1h;

methylamine; In N,N-dimethyl-formamide; for 1h;

upstream raw materials:

methylamine

2-fluoro-4-nitrobenzoyl chloride

2-fluoro-4-nitrobenzoic acid

methylamine hydrochloride

Downstream raw materials:

5-(2-Fluoro-4-nitro-phenyl)-1-methyl-1H-tetrazole

4-(1-cyano-cyclobutanylamino)-2-fluoro-N-methyl-benzamide

N-methyl-2-fluoro-4-(1,1-dimethyl-cyanomethyl)-aminobenzamide

4-[7-(2-chloro-4-cyano-phenyl)-8-oxo-6-thioxo-5,7-diaza-spiro[3.4]oct-5-yl]-2-fluoro-N-methyl-benzamide