3-[5-(4-Nitrophenyl)-1,3,4-oxadiazol-2-yl]pyridine

Base Information

• Chemical Name: 3-[5-(4-Nitrophenyl)-1,3,4-oxadiazol-2-yl]pyridine
• CAS No.: 56352-95-5
• Molecular Formula: C13H8N4O3
• Molecular Weight: 268.232
• ChEMBL ID: CHEMBL2282291
• DSSTox Substance ID: DTXSID10582125
• Nikkaji Number: J2.397.762A
• Wikidata: Q82473448
• Mol file: 56352-95-5.mol

Synonyms:56352-95-5;Pyridine, 3-[5-(4-nitrophenyl)-1,3,4-oxadiazol-2-yl]-;3-[5-(4-nitrophenyl)-1,3,4-oxadiazol-2-yl]pyridine;CHEMBL2282291;DTXSID10582125;AKOS005584273;2-(3-pyridyl)-5-(4-nitrophenyl)-1,3,4-oxadiazole;2-(4-nitrophenyl)-5-(3-pyridyl)-1,3,4-oxadiazole

Chemical Property of 3-[5-(4-Nitrophenyl)-1,3,4-oxadiazol-2-yl]pyridine

Chemical Property:

• Melting Point: 211-212 °C
• Boiling Point: 490.0±55.0 °C(Predicted)
• PSA: 97.63000
• Density: 1.380±0.06 g/cm3(Predicted)
• LogP: 3.23000
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 268.05964013
• Heavy Atom Count: 20
• Complexity: 341

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CN=C1)C2=NN=C(O2)C3=CC=C(C=C3)[N+](=O)[O-]

Technology Process of 3-[5-(4-Nitrophenyl)-1,3,4-oxadiazol-2-yl]pyridine

There total 4 articles about 3-[5-(4-Nitrophenyl)-1,3,4-oxadiazol-2-yl]pyridine 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: 93.0%

(E)-N’-(4'-nitrobenzylidene)nicotinohydrazide (62984-50-3) → 2-(4-nitrophenyl)-5-(3-pyridinyl)-1,3,4-oxadiazole (56352-95-5)

Guidance literature:

With bis-[(trifluoroacetoxy)iodo]benzene; In chloroform; at 20 ℃; for 30h;

DOI:10.1080/00397910600773650

Reference yield: 65.0%

Nicotinic acid hydrazide (553-53-7) + 4-nitro-benzoic acid (62-23-7) → 2-(4-nitrophenyl)-5-(3-pyridinyl)-1,3,4-oxadiazole (56352-95-5)

Guidance literature:

Nicotinic acid hydrazide; 4-nitro-benzoic acid; With trichlorophosphate; for 9h; Reflux;

With sodium hydrogencarbonate;

DOI:10.3109/14756366.2010.535794

Reference yield:

3-pyridinecarboxylic acid ethyl ester (614-18-6) → 2-(4-nitrophenyl)-5-(3-pyridinyl)-1,3,4-oxadiazole (56352-95-5)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrazine hydrate / ethanol / Reflux

2: trichlorophosphate / 9 h / Reflux

With hydrazine hydrate; trichlorophosphate; In ethanol;

DOI:10.3109/14756366.2010.535794

upstream raw materials:

nicotinic acid N'-(4-nitro-benzoyl)-hydrazide

(E)-N’-(4'-nitrobenzylidene)nicotinohydrazide

Nicotinic acid hydrazide

4-nitro-benzoic acid

Downstream raw materials:

C₂₀H₁₂BrN₇O₂S

C₂₀H₁₂N₈O₄S

C₂₀H₁₁Cl₂N₇O₂S

C₂₁H₁₅N₇O₂S