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

Base Information

• Chemical Name: 2-(3-Nitrophenyl)-2H-1,2,3-triazole
• CAS No.: 342623-98-7
• Molecular Formula: C8H6N4O2
• Molecular Weight: 190.161
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID40499196
• Wikidata: Q82349763
• Mol file: 342623-98-7.mol

Synonyms:2-(3-Nitrophenyl)-2H-1,2,3-triazole;342623-98-7;2-(3-nitrophenyl)triazole;SCHEMBL2627226;DTXSID40499196;JDLUCUOWEHTAFW-UHFFFAOYSA-N;FT-0698289

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

Chemical Property:

• Melting Point: 126-127 °C
• Boiling Point: 371.3±44.0 °C(Predicted)
• PKA: -0.31±0.22(Predicted)
• PSA: 76.53000
• Density: 1.46±0.1 g/cm3(Predicted)
• LogP: 1.69870
• Storage Temp.: 2-8°C
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 190.04907545
• Heavy Atom Count: 14
• Complexity: 212

Purity/Quality:

99%min ^*data from raw suppliers

2-(3-Nitrophenyl)-2H-1,2,3-triazole 95+% ^*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-])N2N=CC=N2

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

There total 2 articles about 2-(3-Nitrophenyl)-2H-1,2,3-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: 87.0%

m-nitrobromobenzene (585-79-5) + 1 ,2,3-Triazole (288-36-8,288-35-7) → 2-(3-nitrophenyl)-2H-1,2,3-triazole (342623-98-7)

Guidance literature:

With 2-di-tertbutylphosphino-3,4,5,6-tetramethyl-2',4',6'-triisopropyl-1,1'-biphenyl; potassium phosphate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In toluene; at 120 ℃; for 5h; regioselective reaction; Inert atmosphere;

DOI:10.1002/anie.201103882

Reference yield:

m-iodonitrobenzene (645-00-1) + 1 ,2,3-Triazole (288-36-8,288-35-7) → 2-(3-nitrophenyl)-2H-1,2,3-triazole (342623-98-7)

Guidance literature:

With potassium phosphate; N,N-dimethylethylenediamine; In N,N-dimethyl-formamide; at 110 ℃; for 8h;

Reference yield: 50.0%

2-(3-nitrophenyl)-2H-1,2,3-triazole (342623-98-7) + tetraethyl diazomethylenebisphosphonate (19734-17-9) → tetraethyl ((4-nitro-2-(2H-1,2,3-triazol-2-yl)phenyl)methylene)bis(phosphonate)

Guidance literature:

With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; silver(I) triflimide; In 1,2-dichloro-ethane; at 100 ℃; for 24h; Sealed tube;

DOI:10.1016/j.tetlet.2018.06.022

upstream raw materials:

m-iodonitrobenzene

1 ,2,3-Triazole

m-nitrobromobenzene

Downstream raw materials:

3-(2H-1,2,3-triazol-2-yl)aniline

ethyl 4-(3-(2H-1,2,3-triazol-2-yl)phenylamino)-2-(methylthio)pyrimidine-5-carboxylate

4-(3-(2H-1,2,3-triazol-2-yl)phenylamino)-2-(methylthio)pyrimidine-5-carboxamide

tert-butyl (1S,2R)-2-(4-(3-(2H-1,2,3-triazol-2-yl)phenylamino)-5-carbamoylpyrimidin-2-ylamino)cyclohexylcarbamate

Refernces

• 1、 -. "3-AZABICYCLO [3.1.0] HEXANE DERIVATIVES AS VANILLOID RECEPTOR LIGANDS". Page/Page column 45. . Retrieved 2009/08/16.