Dimethyl 4-Hydroxypyrazole-3,5-dicarboxylate

Base Information

• Chemical Name: Dimethyl 4-Hydroxypyrazole-3,5-dicarboxylate
• CAS No.: 23705-85-3
• Molecular Formula: C7H8N2O5
• Molecular Weight: 200.151
• Hs Code.: 2933199090
• Mol file: 23705-85-3.mol

Synonyms:4-Hydroxy-pyrazol-3,5-dicarbonsaeuredimethylester;3,5-Bis-methoxycarbonyl-4-hydroxypyrazol;4-hydroxy-1H-pyrazole-3,5-dicarboxylic acid dimethyl ester;Dimethyl-4-hydroxypyrazol-3,5-dicarboxylate;3,5-Di-(methoxycarbonyl)-4-hydroxy-pyrazol;4-Hydroxy-1H-pyrazol-3,5-dicarbonsaeure-dimethylester;

Chemical Property of Dimethyl 4-Hydroxypyrazole-3,5-dicarboxylate

Chemical Property:

• Boiling Point: 329.0±37.0 °C(Predicted)
• PKA: 8.66±0.20(Predicted)
• PSA: 101.51000
• Density: 1.480±0.06 g/cm3(Predicted)
• LogP: -0.31150

Purity/Quality:

99% ^*data from raw suppliers

Dimethyl4-Hydroxy-1H-pyrazole-3,5-dicarboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Dimethyl 4-Hydroxypyrazole-3,5-dicarboxylate

There total 8 articles about Dimethyl 4-Hydroxypyrazole-3,5-dicarboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 88.0%

dimethyl diazomalonate (6773-29-1) + malonic acid dimethyl ester (108-59-8) → dimethyl 4-hydroxy-1H-pyrazole-3,5-dicarboxylate (23705-85-3)

Guidance literature:

malonic acid dimethyl ester; With methanol; sodium; at 0 ℃; for 0.0833333h; Inert atmosphere;

dimethyl diazomalonate; at 0 - 60 ℃; for 3h; Inert atmosphere;

DOI:10.1002/anie.201910356

Reference yield: 87.0%

2-diazo-3-oxo-pentanedioic acid dimethyl ester (83878-89-1) → dimethyl 4-hydroxy-1H-pyrazole-3,5-dicarboxylate (23705-85-3)

Guidance literature:

With triethylamine; In benzene; at 80 - 81 ℃; for 1h;

DOI:10.1039/c3ob42102c

Reference yield: 56.0%

diazoacetic acid ethyl ester (623-73-4) + diethyl malonate (105-53-3) → dimethyl 4-hydroxy-1H-pyrazole-3,5-dicarboxylate (23705-85-3)

Guidance literature:

With methanol; sodium; at 20 ℃; for 72h; Cooling with ice;

upstream raw materials:

diazoacetic acid ethyl ester

diethyl malonate

Phenyl azide

malonic acid dimethyl ester

Downstream raw materials:

methylene chloride

methylammonium carbonate

4-hydroxy-pyrazole

dimethyl 4-(benzyloxy)-1H-pyrazole-3,5-dicarboxylate

Refernces

• 1、 -. "PYRAZOLOPYRAZINES AND THEIR USE IN THE TREATMENT, AMELIORATION OR PREVENTION OF A VIRAL DISEASE". Page/Page column 42. . Retrieved 2017/04/11.
• 2、 Filipski, Kevin J.,Bian, Jianwei,Ebner, David C.,Lee, Esther C.Y.,Li, Jian-Cheng,Sammons, Matthew F.,Wright, Stephen W.,Stevens, Benjamin D.,Didiuk, Mary T.,Tu, Meihua,Perreault, Christian,Brown, Janice,Atkinson, Karen,Tan, Beijing,Salatto, Christopher T.,Litchfield, John,Pfefferkorn, Jeffrey A.,Guzman-Perez, Angel. "A novel series of glucagon receptor antagonists with reduced molecular weight and lipophilicity". scheme or table. p. 415 - 420. Retrieved 2012/02/16.