22380-13-8

Basic information

• Product Name: N-(2-amino-4-fluorophenyl)acetamide
• Synonyms: N-(2-amino-4-fluorophenyl)acetamide
• CAS NO: 22380-13-8
• Molecular Formula: C₈H₉FN₂O
• Molecular Weight: 168.1682632
• Mol File: 22380-13-8.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: N-(2-amino-4-fluorophenyl)acetamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(2-amino-4-fluorophenyl)acetamide(22380-13-8)
• EPA Substance Registry System: N-(2-amino-4-fluorophenyl)acetamide(22380-13-8)

Safety Data

• Hazardous Substances Data: 22380-13-8(Hazardous Substances Data)

Upstream product

• 448-39-5 N-(4-fluoro-2-nitrophenyl)acetamide 
• 351-83-7 4'-fluoroacetanilide 

Downstream Products

• 313485-91-5 4-fluoro-2-phenylazoacetanilide 
• 313485-92-6 4-fluoro-2-phenylazoaniline 
• 313485-93-7 6-fluoro-N-phenyl-1H-benzo[d]imidazol-1-amine 
• 367-31-7 4-fluoro-1,2-phenylenediamine 

Relevant articles and documents

4 - Fluorine substituted aryl amine compound and synthesis method thereof

The invention discloses a synthesis method of 4 -fluorine substituted aryl amine compound, which comprises the following steps: 1) taking acyl-protected phenylhydroxylamine as a substrate, and generating 4 -fluorine substituted aniline compound under basic conditions by taking sulfonyl fluoride as a fluorine source in a polar solvent. 2) The deprotection is carried out under dilute acid conditions or Pd by catalytic hydrogenation to give the 4 - fluorine-substituted aryl amine compound. 4 - Fluorine substituted aniline compounds which are synthesized by the invention greatly increase the lipophilic property due to the introduction of fluorine atoms, and can be widely applied to preparation of fluorine-containing drugs and pesticide and dye intermediates. , The adopted raw materials are industrial products, are cheap and easily available, and are commercially available. 4 - Fluoroaryl aniline prepared by the method is high in yield, and the product with the purity 90% can be obtained in a yield of more than ≥ 99%. The method is simple to operate and low in cost, is very suitable for industrialization, and can be widely popularized and used.

Syntheses and properties of 1-methyl-3-phenylaminobenzimidazolium salts, models of DNA adducts of N7-arylaminodeoxyguanosinium salt

When arylaminating carcinogens are administered to cells, they mainly generate the C8-arylamino-2'-deoxyguanosine adduct in DNA. A mechanism for this was proposed in which N7-arylaminated 2'-deoxyguanosine acts as an intermediate; however, it remained unclear whether this is actually the case. To elucidate the mechanisms involved in the generation of this adduct, a series of 5-substituted 1-methylbenzimidazole derivatives were used as models of the imidazole moiety of 2'-deoxyguanosine. Syntheses of a series of 5-substituted (CH3, H, F, CF3, or NO2) 1-methyl-3-phenylaminobenzimidazolium salts (7) and their related compounds were carried out, and the chemical characteristics of these products were examined. Heating compound 7 at 80 °C for 48 h in H2O/MeOH provided 5-substituted 1-methyl-2-oxo-2,3-dihydrobenzimidazoles but only when this compound contained a CF3 or NO2 substituent. Compound 7 decomposed in alkaline media, and its rate of decomposition increased when this compound had a stronger electron-withdrawing substituent. The product obtained under these conditions was 4-substituted N1-methyl-2-phenylazoaniline. On the other hand, when 1-methyl-3-(4-nitrophenylamino)benzimidazolium salt was treated under the same conditions as described above, it generated a demethylated product, 1-(4-nitrophenylamino)benzimidazole, when heated in H2O/MeOH and N1-formyl-N1-methyl-2-phenylazoaniline when treated in alkaline media. When the chemical characteristics of 3-phenylamino and 3-amino groups were compared using 3-substituted 1-methyl-5-(trifluoromethyl)benzimidazoles, the 3-phenylamino derivative was found to be more reactive.