5-(2-Nitrophenyl)-1,3,4-oxadiazol-2-amine

Base Information

• Chemical Name: 5-(2-Nitrophenyl)-1,3,4-oxadiazol-2-amine
• CAS No.: 109060-71-1
• Molecular Formula: C8H6N4O3
• Molecular Weight: 206.161
• DSSTox Substance ID: DTXSID40351866
• Wikidata: Q82128660
• ChEMBL ID: CHEMBL1471805
• Mol file: 109060-71-1.mol

Synonyms:5-(2-nitrophenyl)-1,3,4-oxadiazol-2-amine;109060-71-1;5-(2-nitrophenyl)-[1,3,4]oxadiazol-2-ylamine;5-(2-Nitro-phenyl)-[1,3,4]oxadiazol-2-ylamine;1,3,4-Oxadiazol-2-amine, 5-(2-nitrophenyl)-;MLS000729431;SCHEMBL4403617;CHEMBL1471805;DTXSID40351866;HMS2719H13;MFCD00099618;STK782816;AKOS000155745;SMR000307709;CS-0325287

Chemical Property of 5-(2-Nitrophenyl)-1,3,4-oxadiazol-2-amine

Chemical Property:

• PSA: 111.49000
• LogP: 1.68030
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 206.04399007
• Heavy Atom Count: 15
• Complexity: 245

Purity/Quality:

5-(2-Nitro-phenyl)-[1,3,4]oxadiazol-2-ylamine 95%+ ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 5-(2-Nitrophenyl)-1,3,4-oxadiazol-2-amine

There total 7 articles about 5-(2-Nitrophenyl)-1,3,4-oxadiazol-2-amine 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: 92.0%

o-nitrobenzaldehyde semicarbazone (16004-43-6,120445-33-2) → 2-amino-5-(2'-nitrophenyl)-1,3,4-oxadiazole (109060-71-1)

Guidance literature:

With lithium perchlorate; acetic acid; at 20 ℃; for 3h; Electrolysis;

Reference yield:

N2-(2-nitrobenzoyl)thiosemicarbazide (835-14-3) → 2-amino-5-(2'-nitrophenyl)-1,3,4-oxadiazole (109060-71-1)

Guidance literature:

With water; iodine; potassium iodide; sodium hydroxide; In ethanol; at 70 ℃;

DOI:10.1039/c3ra41044g

Reference yield:

semicarbazide hydrochloride (563-41-7) + 2-nitro-benzaldehyde (552-89-6) → 2-amino-5-(2'-nitrophenyl)-1,3,4-oxadiazole (109060-71-1)

Guidance literature:

With iodine; sodium acetate; potassium carbonate; In 1,4-dioxane; methanol; water; at 85 ℃; for 5h;

DOI:10.1080/14756366.2020.1864630

upstream raw materials:

bromocyane

o-nitrobenzohydrazide

o-nitrobenzaldehyde semicarbazone

N₂-(2-nitrobenzoyl)thiosemicarbazide

Downstream raw materials:

2-amino-5-(2-aminophenyl)-1,3,4-oxadiazole

{[5-(2-nitro-phenyl)-[1,3,4]oxadiazol-2-ylamino]-methylene}-malonic acid diethyl ester

1-(2-Nitro-benzoyl)-5-carbamoyl-diaminoguanidin

Refernces

• 1、 Han, Xu,Liu, Xin Hua,Ma, Duo,Yu, Yun Long,Zhang, Zhao Yan. "Synthesis, telomerase inhibitory and anticancer activity of new 2-phenyl-4H-chromone derivatives containing 1,3,4-oxadiazole moiety". . p. 344 - 360. Retrieved 2021/01/06.
• 2、 -. "A 2-amino-5-substituted -1, 3, 4-oxadiazoles and its preparation method and application". Paragraph 0042-0044; 0045. . Retrieved 2017/01/12.