143490-25-9

Basic information

• Product Name: Benzenamine, N-methyl-4-nitro-N-(trifluoromethyl)-
• CAS NO: 143490-25-9
• Molecular Formula: C8H7F3N2O2
• Molecular Weight: 220.151
• Mol File: 143490-25-9.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: Benzenamine, N-methyl-4-nitro-N-(trifluoromethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenamine, N-methyl-4-nitro-N-(trifluoromethyl)-(143490-25-9)
• EPA Substance Registry System: Benzenamine, N-methyl-4-nitro-N-(trifluoromethyl)-(143490-25-9)

Safety Data

• Hazardous Substances Data: 143490-25-9(Hazardous Substances Data)

Upstream product

• 100-15-2 N-methyl(p-nitroaniline) 
• 143490-34-0 Methyl-(4-nitro-phenyl)-dithiocarbamic acid methyl ester 

Relevant articles and documents

One-pot synthesis of trifluoromethyl amines and perfluoroalkyl amines with CF3SO2Na and RfSO2Na

A newly developed CF3SO2Na-based trifluoromethylation of secondary amines has been disclosed, and the method has been successfully extended to the configuration of perfluoroalkyl amines using RfSO2Na, complementing the established synthesis strategy of trifluoromethyl amines. Advantages of the method include good functional group tolerance, mild conditions, and inexpensive or easy-to-handle materials. Mechanistic probes indicate that the thiocarbonyl fluoride formed in situ is the key intermediate in the reaction.

Efficient Synthesis of Trifluoromethyl Amines through a Formal Umpolung Strategy from the Bench-Stable Precursor (Me4N)SCF3

Reported herein is the one-pot synthesis of trifluoromethylated amines at room temperature using the bench-stable (Me4N)SCF3reagent and AgF. The method is rapid, operationally simple and highly selective. It proceeds via a formal umpolung reaction of the SCF3with the amine, giving quantitative formation of thiocarbamoyl fluoride intermediates within minutes that can readily be transformed to N-CF3. The mildness and high functional group tolerance render the method highly attractive for the late-stage introduction of trifluoromethyl groups on amines, as demonstrated herein for a range of pharmaceutically relevant drug molecules.

A Facile Synthesis of Trifluoromethylamines by Oxidative Desulfurization-Fluorination of Dithiocarbamates

Reaction of methyl dithiocarbamates R1R2N-C(S)SMe with n-Bu4N(1+)H2F3(1-) and N-bromosuccinimde provides trifluoromethylamines R1R2N-CF3 in good yields. Key Words: oxidative desulfurization-fluorination; dithiocarbamates; trifluoromethylamine