1,3,4-Oxadiazole, 3-acetyl-2,3-dihydro-2-(3-nitrophenyl)-5-(3-pyridinyl)-

Base Information

• Chemical Name: 1,3,4-Oxadiazole, 3-acetyl-2,3-dihydro-2-(3-nitrophenyl)-5-(3-pyridinyl)-
• CAS No.: 89813-93-4
• Molecular Formula: C15H12N4O4
• Molecular Weight: 312.285
• DSSTox Substance ID: DTXSID10520022
• Mol file: 89813-93-4.mol

Synonyms:89813-93-4;1,3,4-Oxadiazole, 3-acetyl-2,3-dihydro-2-(3-nitrophenyl)-5-(3-pyridinyl)-;1-[2-(3-nitrophenyl)-5-pyridin-3-yl-2H-1,3,4-oxadiazol-3-yl]ethanone;1-[2-(3-NITROPHENYL)-5-(PYRIDIN-3-YL)-2,3-DIHYDRO-1,3,4-OXADIAZOL-3-YL]ETHAN-1-ONE;DTXSID10520022;AKOS002060360;AKOS021596113;1-[2-(3-Nitrophenyl)-5-(pyridin-3-yl)-1,3,4-oxadiazol-3(2H)-yl]ethan-1-one

Chemical Property of 1,3,4-Oxadiazole, 3-acetyl-2,3-dihydro-2-(3-nitrophenyl)-5-(3-pyridinyl)-

Chemical Property:

• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 312.08585488
• Heavy Atom Count: 23
• Complexity: 504

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)N1C(OC(=N1)C2=CN=CC=C2)C3=CC(=CC=C3)[N+](=O)[O-]

Technology Process of 1,3,4-Oxadiazole, 3-acetyl-2,3-dihydro-2-(3-nitrophenyl)-5-(3-pyridinyl)-

There total 4 articles about 1,3,4-Oxadiazole, 3-acetyl-2,3-dihydro-2-(3-nitrophenyl)-5-(3-pyridinyl)- 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: 75.0%

(E)-N’-(3'-nitrobenzylidene)nicotinohydrazide (17336-47-9) + acetic anhydride (108-24-7) → 1-(2-(3-nitro-phenyl)-5-pyridin-3-yl-(1,3,4)oxadiazol-3-yl)ethanone (89813-93-4)

Guidance literature:

for 1h; Heating;

Reference yield: 66.0%

nicotinic acid (3-nitro benzylidene)hydrazide (17336-47-9) + acetic anhydride (108-24-7) → 1-(2-(3-nitro-phenyl)-5-pyridin-3-yl-(1,3,4)oxadiazol-3-yl)ethanone (89813-93-4)

Guidance literature:

In ethanol; for 2h; Reflux;

DOI:10.1007/s00044-017-2098-0

Reference yield:

3-pyridinecarbonyl chloride (10400-19-8) → 1-(2-(3-nitro-phenyl)-5-pyridin-3-yl-(1,3,4)oxadiazol-3-yl)ethanone (89813-93-4)

Guidance literature:

Multi-step reaction with 3 steps

1: hydrazine hydrate / 5 h / 0 °C

2: tetrahydrofuran / 2 h / 60 °C

3: ethanol / 2 h / Reflux

With hydrazine hydrate; In tetrahydrofuran; ethanol;

DOI:10.1007/s00044-017-2098-0

upstream raw materials:

(E)-N’-(3'-nitrobenzylidene)nicotinohydrazide

acetic anhydride

nicotinic acid (3-nitro benzylidene)hydrazide

nicotinic acid