348-19-6

Usage

Uses

Used in Pharmaceutical Industry:
2'-FLUORO-4'-NITROACETANILID is used as a building block for the synthesis of pharmaceutical compounds due to its potential pharmacological properties, including analgesic and anti-inflammatory effects.
Used in Organic Chemistry Research:
2'-FLUORO-4'-NITROACETANILID is used as a reagent in organic chemistry for the development of new drugs and the study of its properties and reactions.

Upstream product

• 104-04-1 N-(4-Nitrophenyl)acetamide 
• 348-54-9 2-Fluoroaniline 
• 108-24-7 acetic anhydride 
• 369-35-7 2-fluoro-4-nitroaniline 
• 399-31-5 N-(2-fluorophenyl)acetamide 

Downstream Products

• 369-35-7 2-fluoro-4-nitroaniline 
• 7800-26-2 2,4-dinitro-1-fluorobenzene 
• 160984-03-2 N-(4-amino-2-fluorophenyl)-1-cyclohexene-1,2-dicarboximide 
• 160984-02-1 N-(2-fluoro-4-nitrophenyl)-1-cyclohexene-1,2-dicarboximide 
• 57165-12-5 4-amino-2-fluoroacetanilide 

Relevant academic research and scientific papers

Design, synthesis and antitubercular activity of 4-alkoxy-triazoloquinolones able to inhibit the M. tuberculosis DNA gyrase

A number of new F-triazolequinolones (FTQs) and alkoxy-triazolequinolones (ATQs) were designed, synthesized and evaluated for their activity against Mycobacterium tuberculosis H37Rv. Five out of 21 compounds exhibited interesting minimum inhibitory concen

Acetamidoarenediazonium Salts: Opportunities for Multiple Arene Functionalization

Unlike their ortho counterparts, meta- and para-acetamidoanilines can be converted into the corresponding acetamidoarenediazonium salts. These offer various opportunities for multiple Pd-catalyzed arene functionalization reactions, such as Matsuda-Heck-, Suzuki-Miyaura- or Fujiwara-Moritani couplings. Acetamidoarenediazonium salts, accessible from simple acetamidoanilines, are starting points for multiple Pd-catalyzed arene functionalization reactions.

Elemental fluorine Part 12. Fluorination of 1,4-disubstituted aromatic compounds

Direct fluorination of a series of 1,4-disubstituted benzene derivatives in acid reaction media at convenient temperature leads, in many cases, to selectively fluorinated aromatic products in preparatively useful conversions and yields.

Fluorination process

According to the present invention there is provided a process for the selective introduction of one or more fluorine atoms into a disubstituted aromatic compound in an acid medium with fluorine gas characterized in that the acid medium has a dielectric constant of at least 20 and a pH of less than 3. The present process provides a cost effective means of selectively introducing one or more fluorine atoms into an aromatic compound in good overall yield.

Preparation and alkylation of regioisomeric tetrahydrophthalimide-substituted indolin-2(3H)-ones

A series of novel regioisomeric tetrahydrophthalimide-substituted indolin-2-ones has been prepared via the Sommelet-Hauser type cyclization of appropriately substituted anilines as potential herbicides. The resultant indolin-2-ones were then regioselectively alkylated at N-1 and C-3 to give 1,3,3-trisubstituted indolin-2-ones. The most active series was also prepared by the bis-nitration of m-fluorophenylacetic acid followed by reduction and cyclization to give 6-amino-5-fluoroindolin-2-one. Elaboration to the tetrahydrophthalimide-substituted indolin-2-one was followed by C- and N-alkylation to give the desired compounds.

Synthesis of Asymmetrically Substituted Aminohalogenobenzimidazoles

2-Fluoroacetanilide (1) upon treatment with HNO3-H2SO4 at -5 to 0 deg C gave 6-fluoro-4-nitroacetanilide (3) whereas at -20 to -10 deg C the product was 6-fluoro-3,4-dinitroacetanilide (5).Although the formation of compound (5) could be accounted for by a conventional nitration mechanism, the fact that (3) could not be nitrated to give (5) and that (5) was formed at a lower temperature than was (3) suggested that the reaction might proceed via an ipso δ intermediate (2).Deacetylation of (5) followed by reduction and condensation with formic acid in the presence of HCl gave 6(5)-fluoro-5(6)-formylaminobenzimidazole (11), 5(6)-amino-6(5)-fluorobenzimidazole (12) and 5-amino-4-chloro-6-fluorobenzimidazole (13).Reduction of (5) with tin followed by condensation with acetic acid gave 5(6)-amino-6(5)-fluoro-2-methylbenzimidazole (14).Concomitant reduction and cyclisation of 6-chloro-2,4-dinitroaniline with formic acid and HCl gave a mixture of 7(4)-chloro-5(6)-formylaminobenzimidazole (15) and 5-amino-4,7-dichlorobenzimidazole (16).