205756-71-4

Basic information

• Product Name: Ethanone, 1-(2-amino-5-methoxyphenyl)-2,2,2-trifluoro- (9CI)
• Synonyms: Ethanone, 1-(2-amino-5-methoxyphenyl)-2,2,2-trifluoro- (9CI);2'-Amino-5'-methoxy-2,2,2-trifluoroacetophenone;4-Amino-3-(trifluoroacetyl)anisole,4-Methoxy-2-(trifluoroacetyl)aniline,1-(2-Amino-5-methoxyphenyl)-2,2,2-trifluoroethan-1-one;1-(2-Amino-5-methoxyphenyl)-2,2,2-trifluoroethanone
• CAS NO: 205756-71-4
• Molecular Formula: C₉H₈F₃NO₂
• Molecular Weight: 219.1605296
• Product Categories: ACETYLHALIDE
• Mol File: 205756-71-4.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Ethanone, 1-(2-amino-5-methoxyphenyl)-2,2,2-trifluoro- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Ethanone, 1-(2-amino-5-methoxyphenyl)-2,2,2-trifluoro- (9CI)(205756-71-4)
• EPA Substance Registry System: Ethanone, 1-(2-amino-5-methoxyphenyl)-2,2,2-trifluoro- (9CI)(205756-71-4)

Safety Data

• Hazardous Substances Data: 205756-71-4(Hazardous Substances Data)

Usage

General Description

Ethanone, 1-(2-amino-5-methoxyphenyl)-2,2,2-trifluoro- (9CI) is a chemical compound with a molecular formula of C10H10F3NO2. It is a trifluoromethyl ketone derivative and is categorized as a halogenated aromatic compound. Ethanone, 1-(2-amino-5-methoxyphenyl)-2,2,2-trifluoro- (9CI) contains a trifluoromethyl group, an amino group, and a methoxy group attached to a phenyl ring. It is commonly used in pharmaceutical research and development due to its potential biological activity and therapeutic applications. Further studies are needed to fully understand the properties and potential uses of this compound.

Upstream product

• 104-94-9 4-methoxy-aniline 
• 56619-94-4 4-methoxy-N-pivaloylaniline 

Downstream Products

• 1456900-26-7 C₁₈H₁₄F₃NO 
• 1453095-80-1 3-chloro-6-methoxy-2-phenyl-4-(trifluoromethyl)quinoline 
• 1233967-23-1 1-(2-amino-5-hydroxyphenyl)-2,2,2-trifluoroethanone 

Relevant articles and documents

Construction of CF3-containing tetrahydropyrano[3,2- b]indoles through DMAP-catalyzed [4+1]/[3+3] domino sequential annulation

A [4+1]/[3+3] domino sequential annulation reaction of o-aminotrifluoroacetophenone derivatives and β′-acetoxy allenoates enabled by DMAP has been reported. A variety of CF3-containing tetrahydropyrano[3,2-b]indoles were obtained as a single diastereomer in high yields (≤98%) under mild conditions. The reaction can build one C-N bond, one C-C bond, and one C-O bond sequentially in a single step. The synthetic utility was demonstrated with gram-scale reactions and various transformations of the products.

NHC-Cu(I)-Catalyzed Friedl?nder-Type Annulation of Fluorinated o-Aminophenones with Alkynes on Water: Competitive Base-Catalyzed Dibenzo[b,f][1,5]diazocine Formation

An efficient, easily scalable synthesis of 4-trifluoromethylquinolines and naphthydrines (as well as their difluoro- and perfluoro-analogues) as a result of tandem direct catalytic alkynylation/dehydrative condensation of o-aminofluoromethylketones (o-FMKs), for the first time catalyzed by NHC-copper(I) complexes on water, is reported. A wide range of terminal alkynes is tolerated under the reaction conditions, including β-lactam-, steroid-, and sugar-derived ones, leading to desired quinolines and naphthydrines with good yields. Further investigations proved that o-FMKs could be efficiently transformed into a rare class of heterocyclic compounds - dibenzo[b,f][1,5]diazocines - by a base-catalyzed condensation, also on water. The developed method was applied for gram-scale synthesis of a fluorinated analogue of G protein-coupled receptor antagonist (GPR91).

An alternative route for synthesis of o-trifluoroacetylanilines as useful fluorine-containing intermediates

A series of o-trifluoroacetyl aniline derivatives were synthesized in three steps. In this method, we first utilized trifluoroacetic anhydride to introduce trifluoroacetyl group to the ortho position of aniline with higher yield than that of some previously reported methods. In addition, the procedure is shown to be highly regiospecific. This type of compounds can be used as the key intermediates in the preparation of a variety of inhibitors of HIV reverse transcriptase which is an important pharmacological target of many anti-AIDS agents.