79746-67-1

Usage

Uses

Used in Pharmaceutical Industry:
5-Hydroxy-2H-Pyrazole-3-Carboxylic acid Methyl ester serves as a crucial building block for the development of various pharmaceutical drugs. Its unique structure and reactivity allow for the creation of new compounds with potential therapeutic applications, contributing to the advancement of medicine and healthcare.
Used in Agrochemical Industry:
In the agrochemical sector, 5-Hydroxy-2H-Pyrazole-3-Carboxylic acid Methyl ester is utilized as a key component in the synthesis of pesticides and other crop protection agents. Its incorporation into these products helps to enhance their effectiveness in protecting crops from pests and diseases, thereby supporting agricultural productivity and food security.
Used in Organic Synthesis:
5-Hydroxy-2H-Pyrazole-3-Carboxylic acid Methyl ester is also employed in organic synthesis for its versatile reactivity and functional groups. This allows chemists to create a wide range of organic compounds for various applications, including the development of new materials, dyes, and other specialty chemicals.

Upstream product

• 246539-64-0 ethyl methoxalylacetate 
• 67-56-1 methanol 
• 71173-77-8 Pyrazolon-3-carbonsaeure 
• 56873-72-4 Acetohydrazid-hydrazon-hydrochlorid 
• 762-42-5 dimethyl acetylenedicarboxylate 

Relevant academic research and scientific papers

Synthesis of 4,5-dihydropyrazolyl-2H-indenediones by aldol condensation of ninhydrin with 1H-pyrazol-5-ol

A simple and efficient procedure for the synthesis of 2-hydroxy-2-(5-hydroxy-1H-pyrazol-4-yl)-2H-indene-1,3-dione derivatives, proceeding via aldol condensation between ninhydrin and various 3-alkyl-1H-pyrazol-5-ols is described. The syntheses were carried out in ethanol at room temperature and proceeded with short reaction times to give the products with high yields.

Hydrazidines, IV. - Reaction of Hydrazidines with 1,2-Bifunctional Compounds

Hydrazide hydrazones 1 react with 1,2-bifunctional compounds (2, 21, 23, 26, 30, 32) to give preferentially 4-amino-1,2,4-triazines (9, 13, 22, 25, 27, 31, 35).Some reactions of these substances are described.

Bimanes. 14. Synthesis and Properties of 4,6-Bis(carboalkoxy)-1,5-diazabicycloocta-3,6-diene-2,8-diones . Preparation of the Parent syn-Bimane, syn-(Hydrogen,hydrogen)bimane.

The 3-(carboalkoxy)pyrazolin-5-ones derived from dialkyl oxaloacetates or diethyl α-methyloxaloacetate through reaction with hydrazine can be converted into the strongly fluorescent 4,6-bis(carboalkoxy)-1,5-diazabicycloocta-3,6-diene-2,8-diones 1)B (6), R=CH3 or CH3CH2, R1=CH3, Cl, Br> by base treatment of the corresponding chloro or bromo derivative.The structure of one bis ester, 4,6-bis(carbomethoxy)-3,7-dimethyl-1,5-diazabicycloocta-3,6-diene-2,8-dione , has beendetermined by X-ray crystallography.Lithium bromide and the esters in CH3CN or DMF yield via dealkylation and decarboxylation the corresponding syn-(H,R1)B (11), (R1=H, CH3, Cl, Br, I) or the "mixed" bimanes syn-(EtOOC,R1)(H,R1)B (10, R1=Cl or CH3).A dicarboxylic acid (R1=CH3; LiBr/CH3CN/60 deg C; two COOCH3's) readily decarboxylates.Hydrogenation of halogenated bimanes over Pd/C(AcOH) replaces one or both halogens, the 2H product from syn-(H,Cl)B being the parent syn-bimane, syn-(H,H)B, syn-(COOR,H)B and ICl yield syn-(COOR,I)B, which gives syn-(H,I)B on dealkylation-decarboxylation.Replacement of Cl in syn-(COOCH2CH3,Cl)B by C6H5S(1-) yields syn-(COOCH2CH3,C6H5S)B.Both ester groups and halogens shift absorption and fluorescence maxima to longer wavelengths than those recorded for syn-(CH3,CH3)B.In 1H NMR spectra, the β-hydrogens of the syn-bimane appear at considerably lower fields (7.52-8.21 ppm) than the α-hydrogens (5.42-6.13 ppm).