75039-60-0

Usage

Uses

Used in Chemical Synthesis:
5-(DIMETHYLAMINOMETHYLENE)-2,2-DIMETHYL-1,3-DIOXANE-4,6-DIONE is used as a key intermediate in the synthesis of various organic compounds. Its unique structure allows it to participate in a range of chemical reactions, making it a valuable building block for the creation of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 5-(DIMETHYLAMINOMETHYLENE)-2,2-DIMETHYL-1,3-DIOXANE-4,6-DIONE is used as a precursor for the development of new drugs. Its β-dimethyl amino acrylate structure can be incorporated into drug molecules to enhance their pharmacological properties, such as improving solubility, bioavailability, or targeting specific biological pathways.
Used in Material Science:
5-(DIMETHYLAMINOMETHYLENE)-2,2-DIMETHYL-1,3-DIOXANE-4,6-DIONE is also utilized in material science for the development of novel polymers and materials with specific properties. Its ability to form covalent bonds with other molecules can contribute to the creation of materials with tailored characteristics, such as improved mechanical strength, thermal stability, or responsiveness to environmental stimuli.
Used in Research and Development:
In research and development settings, 5-(DIMETHYLAMINOMETHYLENE)-2,2-DIMETHYL-1,3-DIOXANE-4,6-DIONE serves as a versatile compound for exploring new chemical reactions and mechanisms. Its reactivity and structural features make it an interesting subject for academic and industrial research, potentially leading to the discovery of new applications and technologies.

InChI:InChI=1/C9H13NO4/c1-9(2)13-7(11)6(5-10(3)4)8(12)14-9/h5H,1-4H3

Upstream product

• 2033-24-1 cycl-isopropylidene malonate 
• 4637-24-5 N,N-dimethyl-formamide dimethyl acetal 
• 1188-33-6 N,N-dimethylformamide diethyl diacetal 
• 15568-85-1 5-methoxymethylene-2,2-dimethyl-1,3-dioxane-4,6-dione 
• 124-40-3 dimethyl amine 
• 18719-24-9 oct-7-enoic acid 
• 68-12-2 N,N-dimethyl-formamide 

Downstream Products

• 54630-44-3 1-methyl-1H-pyrrol-3(2H)-one 
• 118060-70-1 1-cyclohexyl-2,2-dimethyl-1H-pyrrol-3(2H)-one 
• 118757-46-3 2,2-dimethyl-4,6-dioxo-5-(N-benzylaminomethylene)-1,3-dioxane 
• 18856-69-4 dimethyl (dimethylamino)methylidenemalonate 
• 1214-54-6 5-benzylidene Meldrum's acid 
• 862122-98-3 (R)-(+)-5-(1-cyclopropyl-3-phenylprop-2-ynyl)-2,2-dimethyl-1,3-dioxane-4,6-dione 

Relevant academic research and scientific papers

Lactam and Amide Acetals. 52. Reaction of Dimethylformamide Diethylacetal with 2,2-Dimethyl-4,6-dioxo-1,3-dioxane (Meldrum's Acid)

Depending on the conditions of carrying out the reaction of dimethylformamide diethylacetal with the Meldrum's acid, either 2,2-dimethyl-4,6-dioxo-5-(N,N-dimethylaminomethylene)-1,3-dioxane or N,N,N',N'-tetramethylformamidinium salt of 2,2-dimethyl-4,6-dioxo-5-(2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-yl)methylene-1,3-dioxane are formed.The two compounds can reacts with primary amines to form N-substituted 2,2-dimethyl-4,6-dioxo-5-aminomethylene-1,3-dioxanes.

DMF in acetic anhydride: A useful reagent for multiple-component syntheses of merocyanine dyes

A simple and highly efficient method for the preparation of merocyanine dyes is reported from mixtures of CH-acidic heterocycles and electron-rich dialkylaminothiazoles or methylene bases and various formylating reagents without isolation of the formylated intermediates. With the particularly useful formylation-condensation system of DMF in acetic anhydride and highly acidic 1,2,5,6-tetrahydro-2,6-dioxo-3-pyridinecarbonitriles 8, the transformations could be carried out as multicomponent reactions to give pure dyes 3-6 in 50-90% yield directly from the reaction mixtures.

Synthesis of the microbial elicitor syringolide 2 multiply labelled with deuterium

Multiply-deuterated syringolide 2 3 was prepared from D-xylulose and 8- bromooctanoic acid by a convergent route based on our previously reported biomimetic synthesis of this microbial elicitor. Key steps were the thermal acylation of the anisylidene-prot

3-Hydroxypyrroles and 1H-Pyrrol-3(2H)-ones. Part 2. Scope and Limitations of the Synthesis of Pyrrol-3-ones by Pyrolysis of Aminomethylene Meldrum's Acid Derivatives.

Flash vacuum pyrolysis of N,N-disubstituted aminomethylene Meldrum's acid derivatives provides a route to 4,5-unsubstituted 1H-pyrrol-3(2H)-ones by a hydrogen-transfer-cyclisation sequence.Alkyl and aryl 1-substituted, 1,2-disubstituted, and 1,2,2-trisubstituted pyrrolones can be obtained.In competitive cases, there is little selectivity between hydrogen transfer from primary, secondary, or tertiary sites, although benzyl hydrogen atoms proved particularly reactive, giving a general synthesis of 2-phenyl-1H-pyrrol-3(2H)-ones.

Proton Magnetic Resonance Studies of International Rotation, 10. Conformation and Stereodynamics of Dipolar Cyclic Enamines and Hydrazones

2-Aminomethylene and 2-hydrazono derivatives 1-6 of carbocyclic and heterocyclic 1,3-dicarbonyl compounds which may form up to four rotational diastereoisomers were investigated by 1H and 13C NMR spectroscopy.The isomeric composition