3-Aminopyrazole

Base Information

• Chemical Name: 3-Aminopyrazole
• CAS No.: 1820-80-0
• Molecular Formula: C3H5N3
• Molecular Weight: 83.0928
• Hs Code.: 29331990
• European Community (EC) Number: 217-338-1
• NSC Number: 76122
• DSSTox Substance ID: DTXSID00171229
• Nikkaji Number: J379.488A,J80.324C
• Wikipedia: 3-amino-1H-pyrazole
• Wikidata: Q27453670
• ChEMBL ID: CHEMBL3217770
• Mol file: 1820-80-0.mol

Synonyms:3-aminopyrazole;3-APzl

Chemical Property of 3-Aminopyrazole

Chemical Property:

• Appearance/Colour: brownish to yellowish liquid or solid
• Vapor Pressure: 0.002mmHg at 25°C
• Melting Point: 34-37 °C(lit.)
• Refractive Index: 1.648
• Boiling Point: 288.454 °C at 760 mmHg
• PKA: 15.28±0.10(Predicted)
• Flash Point: 182.6 °C
• PSA: 54.70000
• Density: 1.313 g/cm³
• LogP: 0.57310
• Storage Temp.: 2-8°C
• Sensitive.: Air & Light Sensitive
• Solubility.: soluble in Methanol
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 83.048347172
• Heavy Atom Count: 6
• Complexity: 45.3

Purity/Quality:

99% ^*data from raw suppliers

3-Aminopyrazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C,Xi
• Hazard Codes: C,Xi
• Statements: 22-34-36/37/38
• Safety Statements: 26-36/37/39-45-27

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(NN=C1)N
• Uses: Employed in a one-pot synthesis of pyrazolopyrimidines.1 3-Aminopyrazole was used in the spectroscopic characterization of ferrocenoyl peptides via 1H-NMR spectroscopy. It was also used in the synthesis of:symmetrical dialkylpyrazolo[1,5-a]pyrimidines via condensation with symmetrical β-diketones3,4-annelated coumarinsheterocyclic compounds of pharmaceutical interestpyrazolopyrimidines 3-Aminopyrazole is used in the preparation of heterocyclic compounds of pharamaceutical interest

Technology Process of 3-Aminopyrazole

There total 7 articles about 3-Aminopyrazole 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: 99.0%

3-nitro-1H-pyrazole (26621-44-3) → 3-aminopyrazole (1820-80-0,916420-28-5)

Guidance literature:

With cyclohexa-1,4-diene; 5%-palladium/activated carbon; In methanol; at 120 ℃; for 0.0833333h; Microwave irradiation;

DOI:10.1016/j.tetlet.2009.12.005

Reference yield: 60.0%

trans-β-chloroacrylonitrile (871-29-4,3721-37-7,3721-38-8) → 3-aminopyrazole (1820-80-0,916420-28-5)

Guidance literature:

With hydrazine hydrate; In methanol; for 4h; Heating;

Reference yield: 38.0%

→ thiodiazoimidazole + 3-aminopyrazole (1820-80-0,916420-28-5)

Guidance literature:

upstream raw materials:

3-aminopyrazole-4-carboxylic acid

trans-β-chloroacrylonitrile

3-nitro-1H-pyrazole

cyanoacetaldehyde

Downstream raw materials:

5-methyl-4H-pyrazolo<1,5-a>pyrimidin-7-one

5-(p-nitrophenyl)pyrazolo<1,5-a>pyrimidin-7-one

4,7-dihydropyrazolo<1,5-a>pyrimidin-7-one

7-Methylpyrazolo<1,5-a>pyrimidine

Refernces

α-aminoazoles in synthesis of heterocycles: III. 4- trifluoromethylpyrazolo[3,4-b]pyridines: Synthesis and structure

10.1007/s11178-008-2011-x

The research investigates the synthesis and structure of 4-trifluoromethylpyrazolo[3,4-b]pyridines using cyclocondensation reactions. The purpose of the study is to explore the reaction direction between N-substituted 5-aminopyrazoles and trifluoromethyl-containing 1,3-diketones, and to establish the characteristic spectral distinctions of individual regioisomers. The researchers used various N-substituted 5-aminopyrazoles (Ia–Il) and trifluoromethyl-containing 1,3-diketones (IIa–IIf) as key chemicals. The reactions were performed by melting or boiling in acetic acid, resulting in the formation of 4-trifluoromethyl-substituted pyrazolo[3,4-b]pyridines with over 90% yield. The structure of the synthesized compounds was confirmed by 1H and 13C NMR spectroscopy. The study concluded that the trifluoromethyl group consistently attached to the C4 position of the pyridine ring, regardless of the substituents present. This finding was supported by characteristic chemical shifts in the 13C NMR spectra, which allowed for the unambiguous determination of the regioisomeric structure of the compounds. The research provides valuable insights into the synthesis and structural characterization of these heterocyclic compounds, which have potential applications in pharmacology due to their biological activity.