4-Nitro-1H-pyrazole

Base Information

• Chemical Name: 4-Nitro-1H-pyrazole
• CAS No.: 2075-46-9
• Molecular Formula: C3H3N3O2
• Molecular Weight: 113.076
• Hs Code.: 29331990
• European Community (EC) Number: 629-226-3
• DSSTox Substance ID: DTXSID10174827
• Nikkaji Number: J461.864E
• Wikidata: Q72496004
• Mol file: 2075-46-9.mol

Synonyms:4-Nitro-1H-pyrazole;4-Nitropyrazole;2075-46-9;1H-Pyrazole, 4-nitro-;PYRAZOLE, 4-NITRO-;MFCD00159626;4-NITROPYRRAZOLE;4-NO2-pyrazole;4-nitro-1H-pyrazol;1H-Pyrazole-4-nitro;4-nitro-1-H-pyrazole;4-Nitro-1H-pyrazole #;SCHEMBL163689;4-Nitro-1H-pyrazole, 97%;DTXSID10174827;BCP26162;STK263689;AKOS000304521;AKOS015921872;AB04175;AC-4814;CS-W002458;NB-0818;SB35228;SY005156;LS-128546;AM20090169;BB 0257959;FT-0647777;N0862;EN300-30405;A929152;AF-625/00306041;J-013591;J-515862;F2147-0932;Z235361263;76216-85-8

Chemical Property of 4-Nitro-1H-pyrazole

Chemical Property:

• Appearance/Colour: pale white crystal powder
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 160-164 ºC
• Refractive Index: 1.612
• Boiling Point: 333.962 ºC at 760 mmHg
• PKA: 9.63±0.50(Predicted)
• Flash Point: 155.775 ºC
• PSA: 74.50000
• Density: 1.553 g/cm³
• LogP: 0.84110
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 113.022526347
• Heavy Atom Count: 8
• Complexity: 99.2

Purity/Quality:

99% ^*data from raw suppliers

4-Nitro-1H-pyrazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,Xn
• Hazard Codes: Xi,Xn
• Statements: 22-41
• Safety Statements: 26-39

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=C(C=NN1)[N+](=O)[O-]
• Uses: 4-Nitropyrazole, is a building block for the synthesis of various pharmaceutical compounds, including inhibitors, and therapeutic agents. It can be used for the synthesis of highly selective, brain-penetrant aminopyrazole LRRK2 Inhibitor, as a potentially viable treatment for Parkinson''s disease.

Technology Process of 4-Nitro-1H-pyrazole

There total 5 articles about 4-Nitro-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: 87.0%

1H-3,5-dinitropyridine-2-one (2980-33-8) → 4-nitro-1H-pyrazole (2075-46-9) + carbonodihydrazide (497-18-7)

Guidance literature:

With hydrazine hydrate; at 90 - 95 ℃; for 7h;

DOI:10.1007/BF01175074

Reference yield: 87.0%

NH-pyrazole (288-13-1) → 4-nitro-1H-pyrazole (2075-46-9) + 3-nitro-1H-pyrazole (26621-44-3)

Guidance literature:

With bismuth(III) nitrate; In tetrahydrofuran; at 20 ℃; for 2.5h;

DOI:10.1016/j.catcom.2011.12.016

Reference yield:

1-bromo-4-nitropyrazole → 4-nitro-1H-pyrazole (2075-46-9) + 3,5-dibromo-4-nitro-1H-pyrazole (104599-36-2) + 5-bromo-4-nitropyrazole (784193-37-9) + 3-bromo-4‐nitro‐1H‐pyrazole (784193-37-9)

Guidance literature:

With sodium hydrogencarbonate; In water; at 20 - 25 ℃; for 72h; Overall yield = 1.26 g;

DOI:10.1007/s11172-012-0030-9

upstream raw materials:

1H-3,5-dinitropyridine-2-one

6-nitro-1,2,4-triazolo[1,5-a]pyrimidine

2-Trifluoromethyl-6-nitro-1,2,4-triazolo-<1.5-a>pyrimidine

NH-pyrazole

Downstream raw materials:

ethyl 2-(4-nitro-1H-pyrazol-1-yl)acetate

1-Methyl-3-nitro-5-(4-nitro-pyrazol-1-yl)-1H-[1,2,4]triazole

1-methyl-3-nitro-1,2,4-triazol-5-one

1-(4-nitro-1H-pyrazol-1-yl)propan-2-one

Refernces

• 1、 Lyalin,Petrosyan. "Effect of "anomalous" electrochemical halogenation of pyrazoles and its reasons". . p. 209 - 210. Retrieved 2013/01/15.
• 2、 Yutilov, Yu.M.,Smolyar, N.N.. "RECTION OF 3-NITRO- AND 3,5-DINITRO-DERIVATIVES OF 2-PYRIDONE WITH HYDRAZINE HYDRATE". . p. 926. Retrieved 2007/10/02.