3885-40-3

Basic information

• Product Name: ETHYL 3-(TRIFLUOROMETHYL)QUINOXALINE-2-CARBOXYLATE
• Synonyms: ETHYL 3-(TRIFLUOROMETHYL)QUINOXALINE-2-CARBOXYLATE;2-(Ethoxycarbonyl)-3-(trifluoromethyl)quinoxaline, 2-(Ethoxycarbonyl)-3-(trifluoromethyl)-1,4-benzodiazine
• CAS NO: 3885-40-3
• Molecular Formula: C₁₂H₉F₃N₂O₂
• Molecular Weight: 270.2072696
• Mol File: 3885-40-3.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: ETHYL 3-(TRIFLUOROMETHYL)QUINOXALINE-2-CARBOXYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL 3-(TRIFLUOROMETHYL)QUINOXALINE-2-CARBOXYLATE(3885-40-3)
• EPA Substance Registry System: ETHYL 3-(TRIFLUOROMETHYL)QUINOXALINE-2-CARBOXYLATE(3885-40-3)

Safety Data

• Hazardous Substances Data: 3885-40-3(Hazardous Substances Data)

Usage

Uses

Ethyl 3-(Trifluoromethyl)quinoxaline-2-carboxylate could be a useful trifluoromethylating reagent.

Upstream product

• 49679-45-0 ethyl 3-chloroquinoxaline-2-carboxylate 
• 1700-88-5 ethyl 4,4,4-trifluoro-3-(phenylamino)but-2-enoate 
• 79424-03-6 ethyl 4,4,4-trifluoro-2-butynate 
• 62-53-3 aniline 
• 94609-23-1 ethyl 4,4,4-trifluoro-2-(hydroxyimino)-3-oxobutanoate 
• 95-54-5 1,2-diamino-benzene 
• 372-31-6 ethyl 4,4,4-trifluoroacetoacetate 
• 4544-43-8 Ethyl 2-Bromo-4,4,4-trifluoro-3-oxobutanoate 

Downstream Products

• 1142190-60-0 3-(trifluoromethyl)quinoxaline-2-carboxylic acid 

Relevant articles and documents

Mechanistic Insight into Copper-Mediated Trifluoromethylation of Aryl Halides: The Role of CuI

The synthesis, characterization, and reactivity of key intermediates [Cu(CF3)(X)]-Q+ (X = CF3 or I, Q = PPh4) in copper-mediated trifluoromethylation of aryl halides were studied. Qualitative and quantitative studies showed [Cu(CF3)2]-Q+ and [Cu(CF3)(I)]-Q+ were not highly reactive. Instead, a much more reactive species, ligandless [CuCF3] or DMF-ligated species [(DMF)CuCF3], was generated in the presence of excess CuI. On the basis of these results, a general mechanistic map for CuI-promoted trifluoromethylation of aryl halides was proposed. Furthermore, on the basis of this mechanistic understanding, a HOAc-promoted protocol for trifluoromethylation of aryl halides with [Ph4P]+[Cu(CF3)2]- was developed.

Synthesis of new 2-substituted 3-(tri(di)fluoromethyl)-quinoxalines from 3-(trifluoromethyl)quinoxalin-2(1H)-oneand 3-(tri(di)fluoromethyl)quinoxaline-2-carboxylic acids

[Figure not available: see fulltext.] Starting from 3-(trifluoromethyl)quinoxalin-2(1H)-one, a wide range of new 2-substituted 3-(trifluoromethyl)quinoxalines were obtained, including amino, bromo, chloro, hydrazino, phenyl, α-furyl, formyl, methylsulfanyl, and methylsulfonyl derivatives. 3-(Tri(di)-fluoromethyl)quinoxaline-2-carboxylic acids were obtained for the first time and used for the synthesis of 2-amino-3-(tri(di)-fluoromethyl)quinoxalines and 2-(2-aminothiazol-4-yl)-3-(trifluoromethyl)quinoxaline.

One-pot synthesis of quinoxaline-2-carboxylate derivatives using ionic liquid as reusable reaction media

The catalyst-free one-pot synthesis of quinoxaline-2-carboxylate is reported by the reaction of α-halo-β-ketoesters with 1,2-diamines using an ionic liquid as an environmentally benign solvent. The recovered ionic liquid was reused for four to five cycles