1H-Pyrazole-3,5-dicarbonyl dichloride

Base Information

• Chemical Name: 1H-Pyrazole-3,5-dicarbonyl dichloride
• CAS No.: 74621-40-2
• Molecular Formula: C5H2 Cl2 N2 O2
• Molecular Weight: 192.989
• DSSTox Substance ID: DTXSID50452555
• Nikkaji Number: J1.013.668G
• Wikidata: Q82273262
• Mol file: 74621-40-2.mol

Synonyms:74621-40-2;1H-PYRAZOLE-3,5-DICARBONYL DICHLORIDE;1H-pyrazole-3,5-dicarbonyl Chloride;1H-PYRAZOLE-3,5-DICARBONYLDICHLORIDE;SCHEMBL1245535;3,5-dichloroformyl-1h-pyrazole;DTXSID50452555;AKOS006318434;1H-Pyrazole-3,5-dicarboxylic acid dichloride

Chemical Property of 1H-Pyrazole-3,5-dicarbonyl dichloride

Chemical Property:

• PSA: 62.82000
• LogP: 1.16770
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 191.9493327
• Heavy Atom Count: 11
• Complexity: 197

Purity/Quality:

98% ^*data from raw suppliers

1H-PYRAZOLE-3,5-DICARBONYLDICHLORIDE 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(NN=C1C(=O)Cl)C(=O)Cl

Technology Process of 1H-Pyrazole-3,5-dicarbonyl dichloride

There total 4 articles about 1H-Pyrazole-3,5-dicarbonyl dichloride 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: 98.0%

3,5-pyrazoledicarboxylic acid (3112-31-0) → 1H-pyrazole-3,5-dicarbonyl dichloride (74621-40-2)

Guidance literature:

With thionyl chloride; at 140 ℃; for 2h;

DOI:10.1021/ol801732t

Reference yield:

3,5-dimethyl-1H-pyrazole (67-51-6) → 1H-pyrazole-3,5-dicarbonyl dichloride (74621-40-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 47 percent / KMnO₄ / H₂O / Heating

2: thionyl chloride / methanol / 24 h / Heating

With potassium permanganate; thionyl chloride; In methanol; water;

DOI:10.1021/jo00263a032

Reference yield:

3,5-pyrazoledicarboxylic acid (3112-31-0) → 1H-pyrazole-3,5-dicarbonyl dichloride (74621-40-2) + 4,9-dioxo-4H,9H-dipyrazolo[1,5-a;1',5'-d]pyrazine-2,7-dicarboxylic acid (182414-71-7)

Guidance literature:

With thionyl chloride;

DOI:10.1002/ardp.19432810403

upstream raw materials:

3,5-pyrazoledicarboxylic acid

diethyl 1H-pyrazole-3,5-dicarboxylate

3,5-dimethyl-1H-pyrazole

Downstream raw materials:

methyl ester of 1-methylpyrazole-3,5-dicarboxylic acid

1-H-pyrazole-3,5-dicarboxybis(phenylthiosemicarbazide)

N,N'-di(2,6-diethylphenyl)-1H-pyrazole-3,5-bis(carboxamide)

N,N'-di(2,6-diisopropylphenyl)-1H-pyrazole-3,5-bis(carboxamide)

Refernces

• 1、 Campayo, Lucrecia,Bueno, Jose M.,Navarro, Pilar,Ochoa, Carmen,Jimenez-Barbero, Jesus,Pepe, Gerard,Samat, Andre. "A proton-ionizable ester crown of 3,5-disubstituted 1H-pyrazole able to form stable dinuclear complexes with lipophilic phenethylamines". . p. 2684 - 2693. Retrieved 1997.
• 2、 Budagumpi, Srinivasa,Kurdekar, Gurunath S.,Hegde, Ganesh S.,Bevinahalli, Nagaraj H.,Revankar, Vidyanand K.. "Versatility in the coordination behavior of a hexatopic compartmental Schiff-base ligand in the architecture of binuclear transition metal(II) complexes". . p. 1430 - 1439. Retrieved 2010.
• 3、 Reviriego, Felipe,Navarro, Pilar,Aran, Vicente J.,Jimeno, Maria Luisa,Garcia-Espana, Enrique,Latorre, Julio,Yunta, Maria J. R.. "Hydrogen-bond-mediated self-assembly of 26-membered diaza tetraester crowns of 3,5-disubstituted 1 h -pyrazole. Dimerization study in the solid state and in CDCl3 solution". . p. 8223 - 8231. Retrieved 2011.
• 4、 Sanz, Ana M.,Navarro, Pilar,Gomez-Contreras, Fernando,Pardo, Mercedes,Pepe, Gerard,Samat, Andre. "A new diaza heteroaromatic crown of 3,5-disubstituted 1H-pyrazole which forms solid dinuclear complexes with lipophilic phenethylamines". . p. 1174 - 1179. Retrieved 1998.