3201-26-1

Usage

Abbreviation

TMAPO

Physical state

Colorless solid

Usage

a. Organic synthesis
b. Reagent in chemical reactions

Industry application

Pharmaceutical industry (as a versatile building block)

Biological activity

Used to synthesize a variety of biologically active compounds

Coordination chemistry

Used as a ligand

Catalyst preparation

Used in the preparation of catalysts for organic reactions

Applications

Wide range of applications due to unique structure and properties

Importance

Considered an important chemical in the field of organic chemistry

Upstream product

• 3201-28-3 1,5-dimethyl-1,2-dihydro-3-pyrazolone 
• 74-88-4 methyl iodide 
• 141-97-9 ethyl acetoacetate 
• 57-14-7 N,N-Dimethylhydrazine 
• 74-83-9 methyl bromide 
• 2749-59-9 1,3-dimethyl-5-pyrazolone 
• 73664-86-5 1,2-dimethylhydrazine hydrochloride 
• 77-78-1 dimethyl sulfate 
• 540-73-8 1,2-Dimethylhydrazine 
• 105-45-3 acetoacetic acid methyl ester 
• 108-26-9 3-methyl-2-pyrazoline-5-one 

Downstream Products

• 57-14-7 N,N-Dimethylhydrazine 
• 79138-41-3 1,2,5-trimethyl-4-<(phenylimino)methyl>-1,2-dihydro-3H-pyrazol-3-one 
• 66181-69-9 1,2,5-trimethyl-3-oxo-2,3-dihydro-1H-pyrazole-4-carbaldehyde 

Relevant academic research and scientific papers

Metal-Free Direct C–H Thiolation and Thiocyanation of Pyrazolones

Metal-free approach for direct C–H thiolation and thiocyanation of N-substituted pyrazolones with disulfides and thiocyanate salts, respectively, are developed. These reactions allow the C–S bond coupling to proceed effectively under mild conditions, providing useful and convenient methods for preparation of a series of 4-thio-substituted pyrazolone analogues, which have potential applications in organic, medicinal and material chemistry. Preliminary mechanistic investigation suggested that radical processes are likely to involve in these transformations.

DABCO-catalyzed silver-promoted direct thiolation of pyrazolones with diaryl disulfides

A highly efficient protocol for a direct thiolation of N-substituted pyrazolones with diaryl disulfides is described. Using a combination of DABCO and silver(i) acetate, the C-S bond formation proceeds smoothly at room temperature under mild and easy to handle conditions. This synthetic strategy offers a convenient and direct modification of antipyrine and other pyrazolone substrates, giving a series of aryl sulfide-substituted pyrazolone products in moderate to excellent yields.

SUBSTITUTED BENZENE COMPOUNDS

The present invention relates to substituted benzene compounds. The present invention also relates to pharmaceutical compositions containing these compounds and methods of treating cancer by administering these compounds and pharmaceutical compositions to subjects in need thereof. The present invention also relates to the use of such compounds for research or other non-therapeutic purposes.

Mechanisms of Heterocycle Ring Formation. Part 5. A Carbon-13 Nuclear Magnetic Resonance Study of Pyrazolinone Synthesis by the Reaction of β-Ketoesters with Substituted Hydrazines

The 16 reactions between each of four hydrazines and four β-ketoesters have been followed by 13C n.m.r. spectroscopy.Peaks were assigned to starting materials, intermediates, and products, and reaction mechanisms determined and rationalized.Most rections proceed by attack of the least hindered hydrazine nitrogen atom on the keto carbon group of the ketoester.Relative rates of nucleophilic attack determine the build-up of intermediate and in some cases the nature of the products formed.