71591-87-2

Usage

Uses

Used in Organic Synthesis:
2,4-Pentanedione, 3-(aminomethylene)(6CI,7CI,9CI) is used as a reagent in organic synthesis for its ability to react with nucleophiles due to its ketone and aminomethylene functional groups. This property makes it a valuable component in the preparation of complex organic molecules.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2,4-Pentanedione, 3-(aminomethylene)(6CI,7CI,9CI) is utilized as a building block for the synthesis of various pharmaceuticals. Its unique structure allows for the development of new drugs with potential therapeutic applications.
Used in Agrochemical Industry:
Similarly, in the agrochemical industry, 2,4-Pentanedione, 3-(aminomethylene)- (6CI,7CI,9CI) serves as a building block for the synthesis of different agrochemicals, contributing to the development of new products for agricultural use, such as pesticides and herbicides, due to its reactive nature and structural versatility.

InChI:InChI=1/C6H9NO2/c1-4(8)6(3-7)5(2)9/h3H,7H2,1-2H3

Upstream product

• 33884-41-2 ethoxylideneacetylacetone 
• 290-87-9 1,3,5-Triazine 
• 123-54-6 acetylacetone 
• 42397-39-7 Phenyl-methyl-sulfilimin 
• 7664-41-7 ammonia 
• 17758-33-7 3-methyl-5-nitro-4(3H)-pyrimidinone 
• 71043-35-1 3-methoxymethylenepentane-2,4-dione 
• 289-96-3 1,2,3-triazine 
• 16690-08-7 3-formyl-2,4-dioxopentane 
• 100596-16-5 3-(1,3-dithian-2-yl)-pentane-2,4-dione 
• 18856-72-9 3-dimethylaminomethylenepentane-2,4-dione 

Downstream Products

• 66373-27-1 acetyl-5 methyl-4 phenyl-2 pyrimidine 
• 21686-05-5 1-(1,5-dimethyl-1H-pyrazol-4-yl)ethan-1-one 
• 100393-56-4 3-(benzoylamino-methylene)-pentane-2,4-dione 

Relevant academic research and scientific papers

Conformational studies of 3-aminomethylene-2,4-pentanedione using vibrational and NMR spectra, and ab initio calculations

The IR, Raman and NMR spectra of 3-aminomethylene-2,4-pentanedione (AMP) H2N{single bond}CH{double bond, long}C(COCH3)2 were measured. According to the NMR spectra in chloroform and more polar DMSO at room temperature, the sample exists as single entity. On the other hand vibrational spectra revealed that in less polar solutions AMP exists as two conformers with EZ or ZZ orientation of acetyl groups whereas in more polar solvent only one EZ conformer is observed. Such interpretation was confirmed also by the temperature-dependent measurements of IR spectra in chloroform. The observed IR and Raman bands were compared with harmonic vibrational frequencies, calculated using ab initio MP2 and B3LYP density functional methods in 6-31G** basis set, and assigned on the basis of potential energy distribution. In addition, the geometries and relative energies of possible conformers of AMP were also evaluated at the same levels of theory and compared with the data from X-ray analysis which revealed that AMP exists in solid state as EZ conformer. The influence of environment polarity on this conformational equilibrium is discussed with respect to the SCRF solvent effect calculations using PCM, IPCM and ONSAGER models.

Tautomeric equilibria of 3-formylacetylacetone: Low-temperature NMR spectroscopy and ab initio calculations

(Chemical Equation Presented) Keto-enol tautomerization of 3-formylacetylacetone has been studied by NMR spectroscopy, ab initio, and DFT calculations in the gas phase and continuum solvation. By employing very low temperatures in a freonic solvent, tauto

Vilsmeier reaction of 3-aminopropenamides: One-pot synthesis of pyrimidin-4(3 H)-ones

A facile one-pot synthesis of pyrimidin-4(3H)-ones was developed via reactions of a series of readily available 3-aminopropenamides with varied Vilsmeier reagents, and a mechanism involving sequential halogenation, formylation, and intramolecular nucleoph

Iron-catalyzed aminolysis of β-carbonyl 1,3-dithianes: Synthesis of stereodefined β-enaminones and 3,4-disubstituted pyrazoles

A novel iron-catalyzed aminolysis of β-carbonyl 1,3-dithianes with various amines including ammonia, primary and secondary amines, as well as hydrazine hydrate has been developed, leading to the synthesis of stereodefined β-enaminones and 3,4-disubstitute

New reactivity of nitropyrimidinone: Ring transformation and N-C transfer reactions

Nitropyrimidinone 1 revealed new reactivity upon treatment with active methylene compounds 2 under basic conditions. The N1-C2-C3-C4 moiety of 1 combined with two carbon units of 2 affording polyfunctionalized pyridones 4, which was hitherto unknown ring transformation. On the other hand, the N1-C2 moiety of 1 was transferred to the methylene group of 2 giving functionalized enamines 3. It was also possible to modify the amino group in 3a by reactions with primary amines. Enamines 3 reacted with hydrazines, and leading to functionalized pyrazoles 7 quantitatively. The ratios of regioisomeric pyrazoles 7/8 were moderately controlled by use of sterically hindered enamines 3h, 3k and 31. Furthermore, enamine 3a was readily converted to 1,4-diazepines 9 having a functional group at the 6-position.

NMR of enaminones: Part 4 - 17O NMR study of 2,2-diacylenamines

Natural abundance 17O NMR spectra of 41 2,2-diacylenamines (enamino diketones and enamino diesters), recorded in acetonitrile solution, are reported. Tertiary enamino diketones show only one 17O signal; primary and secondary derivati

3-Aminomethylene-2,4-pentanedione bis(thiosemicarbazone) derivatives

A radioactive diagnostic agent which comprises a physiologically active substance and a radioactive metallic element combined with a compound of the formula: STR1 wherein R1 and R2 are each hydrogen, C1 -C3 alkyl or phenyl. The agent is characteristic in having a high stability even after being administered into a human body and showing the substantially the same behavior as the physiologically active substance itself in a human body.