dimethyl 1-methyl-1H-pyrazole-3,5-dicarboxylate

Base Information

• Chemical Name: dimethyl 1-methyl-1H-pyrazole-3,5-dicarboxylate
• CAS No.: 33146-99-5
• Molecular Formula: C₈H₁₀N₂O₄
• Molecular Weight: 198.178
• Hs Code.: 2933199090
• European Community (EC) Number: 692-187-6
• DSSTox Substance ID: DTXSID90502689
• Nikkaji Number: J803.101K
• Wikidata: Q82355922
• Mol file: 33146-99-5.mol

Synonyms:33146-99-5;dimethyl 1-methyl-1H-pyrazole-3,5-dicarboxylate;1,3,5-TRIMETHYL-PYRAZOLE-3,5-DICARBOXYLATE;1-Methyl-1H-pyrazole-3,5-dicarboxylic acid dimethyl ester;dimethyl 1-methylpyrazole-3,5-dicarboxylate;3,5-dimethyl 1-methyl-1H-pyrazole-3,5-dicarboxylate;MFCD08443806;DIMETHYL 1-METHYL PYRAZOLE-3,5-DICARBOXYLATE;3,5-dimethyl 1-methylpyrazole-3,5-dicarboxylate;SCHEMBL69696;DTXSID90502689;WGTJNBANTMXQHD-UHFFFAOYSA-N;1H-Pyrazole-3,5-dicarboxylic acid, 1-methyl-, dimethyl ester;AKOS005167661;AS-5211;SB11383;SY107050;dimethyl-1-methyl-3,5-pyrazoledicarboxylate;CS-0054026;FT-0682800;EN300-89065;dimethyl1-methyl-1H-pyrazole-3,5-dicarboxylate;P10589;A875410;1-methyl-1H pyrazole-3,5-dicarboxylic acid dimethyl ester

Chemical Property of dimethyl 1-methyl-1H-pyrazole-3,5-dicarboxylate

Chemical Property:

• Vapor Pressure: 0.000943mmHg at 25°C
• Refractive Index: 1.535
• Boiling Point: 303.2°Cat760mmHg
• Flash Point: 137.2°C
• PSA: 70.42000
• Density: 1.29g/cm³
• LogP: -0.00670
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 198.06405680
• Heavy Atom Count: 14
• Complexity: 244

Purity/Quality:

98%min ^*data from raw suppliers

Dimethyl1-Methyl-1H-pyrazole-3,5-dicarboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C(=CC(=N1)C(=O)OC)C(=O)OC

Technology Process of dimethyl 1-methyl-1H-pyrazole-3,5-dicarboxylate

There total 11 articles about dimethyl 1-methyl-1H-pyrazole-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: 93.0%

3,5-dicarbomethoxypyrazole (4077-76-3) + dimethyl sulfate (77-78-1) → methyl ester of 1-methylpyrazole-3,5-dicarboxylic acid (33146-99-5)

Guidance literature:

With potassium carbonate; In acetone; at 40 ℃; for 3h;

DOI:10.1021/acs.jmedchem.8b01544

Reference yield: 67.3%

methanol (67-56-1) + 1-Methyl-1H-pyrazole-3,5-dicarboxylic acid (75092-39-6) → methyl ester of 1-methylpyrazole-3,5-dicarboxylic acid (33146-99-5)

Guidance literature:

With hydrogenchloride; at 60 ℃; for 8h;

DOI:10.1007/BF00949685

Reference yield: 50.0%

3,5-pyrazoledicarboxylic acid (3112-31-0) + dimethyl sulfate (77-78-1) → methyl ester of 1-methylpyrazole-3,5-dicarboxylic acid (33146-99-5)

Guidance literature:

With potassium carbonate; In acetone; for 24h; Heating;

DOI:10.1021/jm00149a005

upstream raw materials:

diazomethane

3,5-pyrazoledicarboxylic acid

3,5-dicarbomethoxypyrazole

methyl iodide

Downstream raw materials:

methyl 3-cyano-1-methyl-1H-pyrazole-5-carboxylate

methyl 5-<(benzyloxycarbonyl)amino>-1-methylpyrazole-3-carboxylate

1-methyl-3-methoxycarbonylpyrazole-3-carboxylic acid chloride

1-methyl-5-methoxycarbonylpyrazole-3-carbonyl chloride

Refernces

• 1、 Le, Thuy G.,Kundu, Abhijit,Ghoshal, Atanu,Nguyen, Nghi H.,Preston, Sarah,Jiao, Yaqing,Ruan, Banfeng,Xue, Lian,Huang, Fei,Keiser, Jennifer,Hofmann, Andreas,Chang, Bill C. H.,Garcia-Bustos, Jose,Wells, Timothy N. C.,Palmer, Michael J.,Jabbar, Abdul,Gasser, Robin B.,Baell, Jonathan B.. "Structure-Activity Relationship Studies of Tolfenpyrad Reveal Subnanomolar Inhibitors of Haemonchus contortus Development". . p. 1036 - 1053. Retrieved 2019/01/14.
• 2、 Young, Alexandra M.,Von Ruden, Amber L.,Lash, Timothy D.. "Pyrazole analogues of porphyrins and oxophlorins". scheme or table. p. 6293 - 6305. Retrieved 2011/10/10.