184848-89-3

Usage

Uses

Used in Pharmaceutical Industry:
4-Amino-1,1,1-trifluoro-3-buten-2-one is used as a building block for the synthesis of various pharmaceuticals and agrochemicals. Its strong electron-withdrawing capability due to the presence of fluorine atoms makes it a valuable component in the development of new drugs and medical treatments.
Used in Organic Synthesis:
4-Amino-1,1,1-trifluoro-3-buten-2-one is used as a highly reactive compound in organic synthesis. Its unique structure with a trifluoromethyl group and an amino group attached to a butenone backbone allows for the creation of a wide range of organic compounds.
Used in Antimicrobial and Antifungal Applications:
4-Amino-1,1,1-trifluoro-3-buten-2-one is used as an antimicrobial and antifungal agent. Its inherent properties make it a potential candidate for the development of new drugs and medical treatments to combat various infections caused by bacteria and fungi.

InChI:InChI=1/C4H4F3NO/c5-4(6,7)3(9)1-2-8/h1-2H,8H2/b2-1+

Upstream product

• 59938-06-6 (E)-4-Ethoxy-1,1,1-trifluoro-3-buten-2-one 
• 127223-85-2 ethyl β-(trifluoroacetyl)vinyl sulfide 
• 329915-02-8 1,1,1-trifluoro-4-(methylsulfonyl)but-3-ene-2,2-diol 
• 59938-06-6 4-ethoxy-1,1,1-trifluoro-3-butene-2-one 
• 354-64-3 Pentafluoroethyl iodide 
• 109-92-2 ethyl vinyl ether 
• 239437-47-9 3,3,4,4,4-Pentafluoro-butyraldehyde 
• 202074-35-9 1,1,1-trifluoro-4-(phenylsulfonyl)but-3-ene-2,2-diol 

Downstream Products

• 120417-46-1 1,1,1-trifluoro-4-phthalimido-3-buten-2-one 
• 127223-88-5 (Z)-4-(N-methylamino)-1,1,1-trifluorobut-3-en-2-one 
• 50650-59-4 2-hydroxy-4-(trifluoromethyl)-pyridine 
• 205582-88-3 methyl 2-methyl-6-(trifluoromethyl)nicotinate 
• 127223-93-2 (E)-4-(dimethylamino)-1,1,1-trifluorobut-3-en-2-one 
• 13600-43-6 4-(trifluoromethyl)nicotinonitrile 

Relevant academic research and scientific papers

Preparation method of N-(2-methoxycarbonyl vinyl)-4, 4, 4-trifluoro-3-ketone-1-buteneamine

The invention belongs to the technical field of medicine synthesis, and particularly relates to a preparation method of N-(2-methoxycarbonyl vinyl)-4, 4, 4-trifluoro-3-ketone-1-buteneamine, and the preparation method of N-(2-methoxycarbonyl vinyl)-4, 4, 4-trifluoro-3-ketone-1-buteneamine comprises the following steps: taking trifluoroacetic acid, vinyl ethyl ether, methylsulfonyl chloride and pyridine as raw materials, firstly preparing 4-ethoxy-1, 1, 1-trifluoro-3-butene-2-ketone, carrying out ammonia ammoniation to obtain 4-amino-1, 1, 1-trifluoro-3-butene-2-ketone, then, under the action of sodium hydroxide, reacting with methyl 3-methoxyacrylate to obtain a target product N-(2-methoxycarbonyl vinyl)-4, 4, 4-trifluoro-3-ketone-1-buteneamine. The adopted raw materials are relatively cheap and easy to obtain, and the method is easy and convenient to operate, safe, feasible, high in cost performance and suitable for industrial production.

A straightforward preparation of fluorine-containing 1,2-dihydropyrimidines and pyrimidines with 2,2-dihydropolyfluoroalkylaldehydes

The reactions of 2,2-dihydropolyfluoroalkylaldehydes with ammonia and enol ethers or carbonyl compounds are described. In the presence of zinc chloride, all reactions took place readily in THF at 50 °C to give fluorine-containing 1,2-dihydropyrimidines in

Triazolopyridine cannabinoid receptor 1 antagonists

The present application describes compounds according to Formula I, pharmaceutical compositions comprising at least one compound according to Formula I and optionally one or more additional therapeutic agents, and methods of treatment using the compounds according to Formula I both alone and in combination with one or more additional therapeutic agents. The compounds have the following general formula: including all prodrugs, solvates, pharmaceutically acceptable salts and stereoisomers, wherein R1, R2, R3, R4 and R5 are described herein.

Triazolopyrimidine cannabinoid receptor 1 antagonists

The present application describes compounds according to both Formulas I and II, pharmaceutical compositions comprising at least one compound according to either Formula I or II and optionally one or more additional therapeutic agents, and methods of treatment using the compounds according to Formulas I and II both alone and in combination with one or more additional therapeutic agents. The compounds have the following general formulas: including all prodrugs, solvates, pharmaceutically acceptable salts and stereoisomers, wherein R1, R2, R3, R4 and R5 are described herein.

A new method for the synthesis of CF3-containing aminovinyl ketones

A new method for the synthesis of aminovinyl trifluoroinethyl ketones was developed. The method is based on the reactions of 4-sulfonyl-1,1,1-trifluorobut-3-ene-2,2-diols with various alkyl-, aryl-, dialkyl-, and alkylarylamines. The stereochemistry of the compounds obtained was studied.

Process for producing 4-trifluoromethylnicotinic acid

A process for producing 4-trifluoromethylnicotinic acid of the formula (VIII) or its salt: STR1 which comprises (i) a first step of reacting a halide of the formula (I): wherein Hal is a halogen atom, with a compound of the formula (II): wherein R1 is an alkyl group, in the presence of a base to obtain a 4-alkoxy-1,1,1-trifluoro-3-buten-2-one of the formula (III): wherein R1 is as defined above, and reacting this compound with ammonia to obtain 4-amino-1,1,1-trifluoro-3-buten-2-one of the formula (IV): STR2 and (ii) a second step of subjecting the 4-amino-1,1,1-trifluoro-3-buten-2-one obtained in the first step and a compound of the formula (V): wherein R2 is an ester-forming residue, and A is (R3 O)CH=CH-- or (R3 O)2 CHCH2 --, wherein R3 is an alkyl group, to a condensation reaction to obtain a compound of the formula (VI) (inclusive of its salt): STR3 wherein R2 is as defined above, and/or a compound of the formula (VII) (inclusive of its salt): STR4 wherein R2 and R3 are as defined above, as the reaction product, and then subjecting the reaction product to ring closure and hydrolysis.

REACTION OF β-ALKOXYVINYL TRIFLUOROMETHYL KETONES WITH AMINO COMPOUNDS

The reaction of β-alkoxyvinyl trifluoromethyl ketones with ammonia and primary amines leads to the formation of β-aminovinyl trifluoromethyl ketones RNHCH=CHCOCF3.The data from the IR and NMR spectra of these compounds indicate the presence of a strong in

O-N, S-N AND N-N EXCHANGE REACTIONS AT OLEFINIC CARBON ATOMS: FACILE SYNTHETIC METHOD FOR β-TRIFLUOROACETYLVINYLAMINES

β-Trifluoroacetylvinyl ethers 1 and sulfides 2 react easily with various amines at room temperature to give β-trifluoroacetylvinylamines 3 in excellent yields.This O-N and S-N exchange reaction can be extended to N-N exchange reaction.

Diastereoselectivity and Kinetics of Intermolecular Hetero Diels-Alder Reactions under High Pressure. A Significant Pressure-Induced Increase in Stereoselectivity

The Hetero Diels-Alder reaction of the enamino ketones 5a-d and ethyl vinyl ether (2) to give the dihydropyrans 6a-d and 7a-d is studied in dichloromethane and in heptane/isodurene under high pressure up to 7 kbar at temperatures between 0.5 and 130 deg C.The kinetics is measured by on-line FT-IR spectroscopy.The cycloaddition shows a remarkable pressure-dependent increase of diastereoselectivity in favour of the cis adducts 6a-c with the largest effect found for the reaction of 5a and the smallest for 5c.The pressure-averaged overall activation volumes ΔV(excit.) in dichloromethane are determined to be between -(23.4+/-1.0) and -(24.2+/-1.0) cm3/mol.The ΔΔV(excit.) values for the cycloaddition of 5a, 5b, and 5c are -(5.9+/-0.5), -(3.9+/-0.1), and -(2.4+/-0.2) cm3/mol, respectively, and the ΔΔH(excit.) values are -(8.1+/-1.7), -(8.7+/-2.7), and -(10.0+/-0.9) kJ/mol, respectively.Because of the favourable ΔΔV(excit.) and ΔΔH(excit.), the selectivity of the reaction of 5a to give 6a/7a can be increased from 1.67:1.00 at 90 deg C and 1 bar to 13.6:1.0 at 0.5 deg C and 6 kbar.This example shows that a significant and synthetic useful increase of diastereoselectivity in chemical reactions is possible by applying high pressure. - Keywords: Diastereoselectivity; Hetero Diels-Alder reactions; Enamino ketones; High-pressure kinetics; Pyrans, dihydro-