1-(3-Nitrophenyl)-1H-1,2,4-triazole

Base Information

• Chemical Name: 1-(3-Nitrophenyl)-1H-1,2,4-triazole
• CAS No.: 25688-23-7
• Molecular Formula: C8H6N4O2
• Molecular Weight: 190.161
• DSSTox Substance ID: DTXSID90565956
• Wikidata: Q82451326
• Mol file: 25688-23-7.mol

Synonyms:1-(3-Nitrophenyl)-1H-1,2,4-triazole;25688-23-7;1-(3-nitrophenyl)-1,2,4-triazole;MFCD11100132;SCHEMBL4456339;DTXSID90565956;HYTFMMVEHXWFEK-UHFFFAOYSA-N;AC1218;AKOS006309770;CS-12815;SY225346;CS-0328213

Chemical Property of 1-(3-Nitrophenyl)-1H-1,2,4-triazole

Chemical Property:

• Melting Point: 145-147 °C
• Boiling Point: 383.8±44.0 °C(Predicted)
• PKA: 1.83±0.10(Predicted)
• PSA: 76.53000
• Density: 1.46±0.1 g/cm3(Predicted)
• LogP: 1.69870
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 190.04907545
• Heavy Atom Count: 14
• Complexity: 218

Purity/Quality:

99% ^*data from raw suppliers

1-(3-Nitrophenyl)-1H-1,2,4-triazole 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)[N+](=O)[O-])N2C=NC=N2

Technology Process of 1-(3-Nitrophenyl)-1H-1,2,4-triazole

There total 4 articles about 1-(3-Nitrophenyl)-1H-1,2,4-triazole 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: 94.0%

1,2,4-Triazole (288-88-0) + m-nitrobromobenzene (585-79-5) → 1-(3-nitrophenyl)-1H-1,2,4-triazole (25688-23-7)

Guidance literature:

With 0.21C₁₄H₈Cl₂CuN₂O₄^(2-)*2.79C₈H₅NO₄^(2-)*Zn₄O⁽⁶⁺⁾; caesium carbonate; In dimethyl sulfoxide; at 90 ℃; for 20h; Catalytic behavior; Inert atmosphere;

DOI:10.1002/cctc.201400056

Reference yield: 86.0%

1,2,4-Triazole (288-88-0) + m-iodonitrobenzene (645-00-1) → 1-(3-nitrophenyl)-1H-1,2,4-triazole (25688-23-7)

Guidance literature:

With potassium phosphate; copper(l) iodide; In N,N-dimethyl-formamide; at 40 ℃; for 40h; Inert atmosphere;

DOI:10.1002/asia.201300969

Reference yield: 52.0%

3-nitrophenylhydrazine hydrochloride (51516-96-2,636-95-3) + formamide (77287-34-4,77287-35-5,60100-09-6) → 1-(3-nitrophenyl)-1H-1,2,4-triazole (25688-23-7)

Guidance literature:

at 120 ℃; for 12h; Inert atmosphere;

DOI:10.1021/jm100245q

upstream raw materials:

1,2,4-Triazole

3-fluoro-1-nitrobenzene

m-iodonitrobenzene

3-nitrophenylhydrazine hydrochloride

Downstream raw materials:

5-bromo-1-(3-nitrophenyl)-1H-1,2,4-triazole

1-(3,4-dinitrophenyl)-1H-1,2,4-triazole

1-(3,5-dinitrophenyl)-1H-1,2,4-triazole

Refernces

• 1、 Maity, Tanmoy,Saha, Debraj,Koner, Subratanath. "Aromatic N-arylations catalyzed by copper-anchored porous zinc-based metal-organic framework under heterogeneous conditions". . p. 2373 - 2383. Retrieved 2014/08/18.
• 2、 -. "3-AZABICYCLO [3.1.0] HEXANE DERIVATIVES AS VANILLOID RECEPTOR LIGANDS". Page/Page column 43. . Retrieved 2009/08/16.