571-55-1

Usage

Uses

Used in Pharmaceutical Industry:
Ethyl 2-(ethoxymethylene)-4,4,4-trifluoroacetoacetate is used as a starting reagent for the synthesis of 1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboxylic acid, which is an important building block in the development of pharmaceuticals with potential therapeutic applications.
Used in Agrochemical Industry:
Ethyl 2-(ethoxymethylene)-4,4,4-trifluoro-3-oxobutyrate has been reported to participate in the microwave-assisted synthesis of ethyl 1-[4-(2,3,3-trichloroacrylamido)phenyl]-5-(trifluoromethyl)-1H-pyrazole-4-carboxylate. Ethyl 2-(ethoxymethylene)-4,4,4-trifluoroacetoacetate can be further utilized in the development of agrochemicals, such as pesticides and herbicides, due to its unique structural features and the potential for enhanced biological activity.

InChI:InChI=1/C9H11F3O4/c1-3-15-5-6(8(14)16-4-2)7(13)9(10,11)12/h5H,3-4H2,1-2H3/b6-5+

Upstream product

• 122-51-0 orthoformic acid triethyl ester 
• 372-31-6 ethyl 4,4,4-trifluoroacetoacetate 
• 106260-08-6 ethyl 3-trifluoromethyl-3-oxo-propionate 
• 1001-26-9 ethyl 3-ethoxyacrylate 
• 354-34-7 trifluoroacetyl fluoride 
• 108-24-7 acetic anhydride 

Downstream Products

• 149771-10-8 ethyl 2-methyl-4-trifluoromethylpyrimidine-5-carboxylate 
• 154934-97-1 ethyl 2-hydroxy-4-trifluoromethylpyrimidine-5-carboxylate 
• 98534-81-7 1-phenyl-5-(trifluoromethyl)-1H-pyrazole-4-carboxylic acid 
• 784142-86-5 ethyl 1-(3-bromophenyl)-3-(trifluoromethyl)-1H-pyrazole-4-carboxylate 
• 175137-38-9 ethyl 1-(4-fluorophenyl)-5-trifluoromethyl-4-pyrazolecarboxylate 
• 1045854-58-7 5-(1-Methylthioethyl)-2-trifluoromethyl-nicotinic acid ethyl ester 
• 141573-95-7 ethyl 3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylate 
• 1369867-03-7 C₂₈H₄₃F₃O₅ 
• 1369866-89-6 C₁₆H₁₉F₃O₅ 
• 1369867-06-0 C₁₆H₁₈ClF₃O₅ 
• 1369867-04-8 C₃₁H₄₉F₃O₅ 
• 1369866-88-5 C₁₃H₁₃F₃O₅ 
• 1369867-05-9 C₁₅H₁₅F₃O₅ 

Relevant academic research and scientific papers

Synthesis and structure of 2-ethoxy- and 2-aminomethylidene-3-fluoroalkyl- 3-oxopropionates

Condensation of ethyl 3-polyfluoroalkyl-3-oxopropionates with excess triethyl orthoformate gave ethyl 3-polyfluoroalkyl-2-ethoxymethylidene-3- oxopropionates which reacted with primary aliphatic, aromatic, and heterocyclic amines to form ethyl 2-alkyl(ary

Synthesis and Bioactivities of Novel 1-(3-Chloropyridin-2-yl)-N-Substituted-5-(Trifluoromethyl)-Pyrazole Carboxamide Derivatives

A series of novel 1-(3-chloropyridin-2-yl)-N-substituted-5-(trifluoromethyl)-pyrazole carboxamide derivatives TC1, TC2, TC3, TC4, TC5, TC6, TC7, TC8, TC9, T

Unexpected formation of diethyl 2-ethoxy-6-CF3-2H-pyran-3,5-dicarboxylate from the condensation of ethyl 4,4,4-trifluoroacetoacetate with CH(OEt)3

The one-step preparation of diethyl 2-ethoxy-6-CF3-2H-pyran-3,5-dicarboxylate via the condensation of ethyl 4,4,4-trifluoroacetoacetate with CH(OEt)3 has been reported and a plausible mechanism for this transformation is discussed. T

DNDI-6148: A Novel Benzoxaborole Preclinical Candidate for the Treatment of Visceral Leishmaniasis

Visceral leishmaniasis (VL) is a parasitic disease endemic across multiple regions of the world and is fatal if untreated. Current therapies are unsuitable, and there is an urgent need for safe, short-course, and low-cost oral treatments to combat this ne

Expedient discovery for novel antifungal leads targeting succinate dehydrogenase: Pyrazole-4-formylhydrazide derivatives bearing a diphenyl ether fragment

The pyrazole-4-carboxamide scaffold containing a flexible amide chain has emerged as the molecular skeleton of highly efficient agricultural fungicides targeting succinate dehydrogenase (SDH). Based on the above vital structural features of succinate dehydrogenase inhibitors (SDHI), three types of novel pyrazole-4-formylhydrazine derivatives bearing a diphenyl ether moiety were rationally conceived under the guidance of a virtual docking comparison between bioactive molecules and SDH. Consistent with the virtual verification results of a molecular docking comparison, the in vitro antifungal bioassays indicated that the skeleton structure of title compounds should be optimized as an N′-(4-phenoxyphenyl)-1H-pyrazole-4-carbohydrazide scaffold. Strikingly, N′-(4-phenoxyphenyl)-1H-pyrazole-4-carbohydrazide derivatives 11o against Rhizoctonia solani, 11m against Fusarium graminearum, and 11g against Botrytis cinerea exhibited excellent antifungal effects, with corresponding EC50 values of 0.14, 0.27, and 0.52 μg/mL, which were obviously better than carbendazim against R. solani (0.34 μg/mL) and F. graminearum (0.57 μg/mL) as well as penthiopyrad against B. cinerea (0.83 μg/mL). The relative studies on an in vivo bioassay against R. solani, bioactive evaluation against SDH, and molecular docking were further explored to ascertain the practical value of compound 11o as a potential fungicide targeting SDH. The present work provided a non-negligible complement for the structural optimization of antifungal leads targeting SDH.

Process for preparing 2- polyhaloacetyl -3- alkoxyacrylates (by machine translation)

The invention discloses a preparation method 2 - of, polyhalogenated acetyl - 3 3-alkoxy acrylate, wherein the compound II with the chemical structural formula, is dissolved in an organic solvent, for, times and then is heated to I for a certain time . to generate first polyhaloacetyl - 3 3-alkoxyacrylic acid ester, with the chemical structural formula 0.5 - 4h, after reaction for a certain period of time. 0 - 50 °C, The preparation method of the, invention is reasonable second operation and . atomic economical efficiency III, in an 2 -phase reaction, reaction with an acid-binding agent to react for a certain time. (by machine translation)

(1H-pyrazole-4-carboxamido) ethyl benzoate compound as well as preparation method and application thereof

The invention discloses an ethyl (1H-pyrazole-4-carboxamido) benzoate compound as well as a preparation method and application thereof. The structural formula of the (1H-pyrazole-4-carboxamido) ethylbenzoate compound is as shown in the formula (I), wherein the substituent groups R1 are phenyl or substituted phenyl, the number of substituent groups on a benzene ring of the substituted phenyl is one or more, and each substituent group is independently selected from H, halogen, C1-C4 alkyl, C1-C4 alkoxy, C1-C3 halogenated alkyl or nitro; and the substituent R2 is methyl, monofluoromethyl, difluoromethyl or trifluoromethyl. The invention discloses a novel compound with bactericidal activity, which is simple in preparation method and convenient to operate, and the obtained compound has betterinhibitory activity on pathogenic bacteria such as cucumber botrytis cinerea, fusarium oxysporum, cucumber corynespora leaf spot and the like under the concentration of 50 mg/mL.

Novel trifluoromethylpyrazole acyl thiourea derivatives: Synthesis, antifungal activity and docking study

Background: In recent years, pyrazole carboxamide derivatives possessed excellent fungicidal activity. In the process of designing new fungicides, the carboxamide group was modified in order to find novel structure pyrazole carboxamide derivatives. Methods: Ten novel trifluoromethyl pyrazole acyl thiourea derivatives were designed and synthesized. In vivo fungicidal activities of these compounds were tested against Fusarium oxysporum, Corynespora mazei and Botrytis cinerea, respectively Results: Particularly compounds exhibited significant control effective at 100 mg/L. More importantly, some compounds showed the good control effective at 10 mg/L. Furthermore, docking was established to study the structure-activity relationship of the title compounds. Conclusion: It is possible that trifluoromethylpyrazole acyl thiurea derivatives, which possess good control effective against Botrytis cinerea, may become novel lead compounds for the development of fungicides with further structure modification.

HERBICIDALLY ACTIVE PYRIDYL-/PYRIMIDYL-PYRIMIDINE DERIVATIVES

The present invention relates to herbicidally active pyridyl-/pyrimidyl-pyrimidine derivatives. The invention further provides processes and intermediates used for the preparation of such derivatives. The invention further extends to herbicidal compositions comprising such derivatives, as well as to the use of such compounds and compositions in controlling undesirable plant growth: in particular the use in controlling weeds, in crops of useful plants.

HERBICIDALLY ACTIVE PYRIDYL-/PYRIMIDYL-PYRIMIDINE DERIVATIVES

The present invention relates to herbicidally active pyridyl-/pyrimidyl-pyridine derivatives, as well as to processes and intermediates used for the preparation of such derivatives. The invention further extends to herbicidal compositions comprising such derivatives, as well as to the use of such compounds and compositions in controlling undesirable plant growth: in particular the use in controlling weeds, in crops of useful plants.