1-(4-Nitrobenzyl)-1H-pyrazole

Base Information

• Chemical Name: 1-(4-Nitrobenzyl)-1H-pyrazole
• CAS No.: 110525-57-0
• Molecular Formula: C10H9 N3 O2
• Molecular Weight: 203.2
• Hs Code.: 2933199090
• DSSTox Substance ID: DTXSID40359584
• Nikkaji Number: J1.360.663C
• Wikidata: Q72495594
• Mol file: 110525-57-0.mol

Synonyms:1-(4-Nitrobenzyl)-1H-pyrazole;110525-57-0;1-[(4-nitrophenyl)methyl]pyrazole;1-(4-Nitrobenzyl)pyrazole;MFCD05995592;SCHEMBL7094207;DTXSID40359584;AKOS013124898;CS-W003261;AS-30553;SY031406;FT-0642696;A894883

Chemical Property of 1-(4-Nitrobenzyl)-1H-pyrazole

Chemical Property:

• Boiling Point: 394.5±25.0 °C(Predicted)
• PKA: 1.79±0.10(Predicted)
• PSA: 63.64000
• Density: 1.29±0.1 g/cm3(Predicted)
• LogP: 2.36280
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 203.069476538
• Heavy Atom Count: 15
• Complexity: 221

Purity/Quality:

99% ^*data from raw suppliers

1-(4-Nitrobenzyl)-1H-pyrazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN(N=C1)CC2=CC=C(C=C2)[N+](=O)[O-]

Technology Process of 1-(4-Nitrobenzyl)-1H-pyrazole

There total 4 articles about 1-(4-Nitrobenzyl)-1H-pyrazole 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: 95.0%

NH-pyrazole (288-13-1) + 4-nitrobenzyl chloride (100-14-1) → 1-(4-nitrobenzyl)-1H-pyrazole (110525-57-0)

Guidance literature:

With potassium carbonate; In acetonitrile; for 58h; Irradiation;

DOI:10.1016/S0040-4039(00)85434-9

Reference yield: 78.0%

potassium 1-[(trifluoroboranyl)methyl]-1H-pyrazole + para-nitrophenyl bromide (586-78-7) → 1-(4-nitrobenzyl)-1H-pyrazole (110525-57-0)

Guidance literature:

With bis(η3-allyl-μ-chloropalladium(II)); cyclopentyl methyl ether; sodium 2’-(dicyclohexylphosphino)-2,6-dimethoxy-[1,1‘-biphenyl]-3-sulfonate; caesium carbonate; In water; at 100 ℃; for 24h; Inert atmosphere;

DOI:10.1021/jo4009589

Reference yield: 76.0%

potassium 1-[(trifluoroboranyl)methyl]-1H-pyrazole + 4-chlorobenzonitrile (100-00-5) → 1-(4-nitrobenzyl)-1H-pyrazole (110525-57-0)

Guidance literature:

With bis(η3-allyl-μ-chloropalladium(II)); cyclopentyl methyl ether; sodium 2’-(dicyclohexylphosphino)-2,6-dimethoxy-[1,1‘-biphenyl]-3-sulfonate; caesium carbonate; In water; at 100 ℃; for 24h; Inert atmosphere;

DOI:10.1021/jo4009589

upstream raw materials:

NH-pyrazole

4-nitrobenzyl chloride

1-bromomethyl-4-nitro-benzene

4-chlorobenzonitrile

Downstream raw materials:

2-(4-Pyrazol-1-ylmethyl-phenoxy)-propionic acid ethyl ester

4-((1H-pyrazol-1-yl)methyl)phenol

4-((1H-pyrazol-1-yl)methyl)aniline

Refernces

• 1、 -. "HETEROARYL INHIBITORS OF PDE4". Paragraph 0824. . Retrieved 2014/05/24.
• 2、 Biagi,Dell'Omodarme,Ferretti,Giorgi,Livi,Scartoni. "Structure-activity studies on a 1,2,3-triazole derivative, a potent in vitro inhibitor of prostaglandin synthesis: The role of the heterocyclic ring". . p. 335 - 344. Retrieved 2007/10/02.