2-(3-Phenyl-1,2,4-oxadiazol-5-yl)aniline

Base Information

• Chemical Name: 2-(3-Phenyl-1,2,4-oxadiazol-5-yl)aniline
• CAS No.: 40077-67-6
• Molecular Formula: C14H11N3O
• Molecular Weight: 237.261
• Hs Code.: 2934999090
• European Community (EC) Number: 609-781-8
• DSSTox Substance ID: DTXSID70960763
• Nikkaji Number: J529.949G
• Wikidata: Q82942014
• Mol file: 40077-67-6.mol

Synonyms:2-(3-Phenyl-1,2,4-oxadiazol-5-yl)aniline;40077-67-6;Benzenamine, 2-(3-phenyl-1,2,4-oxadiazol-5-yl)-;[2-(3-PHENYL-1,2,4-OXADIAZOL-5-YL)PHENYL]AMINE;SCHEMBL7399348;DTXSID70960763;BBL030837;MFCD07658258;STK726307;AKOS005136088;VS-10069;CS-0313543;2-(3-Phenyl-1,2,4-oxadiazole-5-yl)aniline;2-(3-Phenyl-1,2,4-oxadiazol-5-yl)aniline #

Chemical Property of 2-(3-Phenyl-1,2,4-oxadiazol-5-yl)aniline

Chemical Property:

• Vapor Pressure: 7E-08mmHg at 25°C
• Melting Point: 131-132 °C(Solv: methanol (67-56-1))
• Refractive Index: 1.63
• Boiling Point: 438.272 °C at 760 mmHg
• PKA: 0.37±0.10(Predicted)
• Flash Point: 218.859 °C
• PSA: 64.94000
• Density: 1.239 g/cm³
• LogP: 3.56700
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 237.090211983
• Heavy Atom Count: 18
• Complexity: 268

Purity/Quality:

98% ^*data from raw suppliers

2-(3-phenyl-1,2,4-oxadiazol-5-yl)aniline 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=NOC(=N2)C3=CC=CC=C3N

Technology Process of 2-(3-Phenyl-1,2,4-oxadiazol-5-yl)aniline

There total 19 articles about 2-(3-Phenyl-1,2,4-oxadiazol-5-yl)aniline 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: 85.0%

N-[2-(3-phenyl-[1,2,4]oxadiazol-5-yl)-phenyl]-acetamide (40077-68-7) → 5-(2-aminophenyl)-3-phenyl-1,2,4-oxadiazol (40077-67-6)

Guidance literature:

With potassium hydroxide; In ethanol; for 4h; Heating;

Reference yield: 79.0%

N-hydroxyl-benzamidine (613-92-3) + 2-carbomethoxyaniline (134-20-3) → 5-(2-aminophenyl)-3-phenyl-1,2,4-oxadiazol (40077-67-6)

Guidance literature:

With sodium hydroxide; In dimethyl sulfoxide; at 60 ℃; for 4h;

DOI:10.1134/S1070363220100126

Reference yield: 65.0%

isatoic anhydride (118-48-9) + N-hydroxyl-benzamidine (613-92-3) → 5-(2-aminophenyl)-3-phenyl-1,2,4-oxadiazol (40077-67-6)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; for 6h; Inert atmosphere; Reflux;

DOI:10.1055/s-0031-1289673

upstream raw materials:

isatoic anhydride

N-hydroxybenzenecarboximidamide

3-phenyl-5-(2-nitrophenyl)-1,2,4-oxadiazole

2-amino-N-(N-hydroxy-benzimidoyl)-benzamide

Downstream raw materials:

N-[2-(3-phenyl-[1,2,4]oxadiazol-5-yl)-phenyl]-acetamide

4-n-butyl-2-phenylquinazoline

N-Methyl-N-[2-(3-phenyl-[1,2,4]oxadiazol-5-yl)-phenyl]-acetamide

4-Methyl-N-[2-(3-phenyl-[1,2,4]oxadiazol-5-yl)-phenyl]-benzenesulfonamide

Refernces

• 1、 Baykov, S. V.,Kotlyarova, V. D.,Shetnev, A. A.,Tarasenko, M. V.. "2-(1,2,4-Oxadiazol-5-yl)anilines Based on Amidoximes and Isatoic Anhydrides: Synthesis and Structure Features". . p. 768 - 778. Retrieved 2021/06/26.
• 2、 Draghici, Bogdan,El-Gendy, Bahaa El-Dien M.,Katritzky, Alan R.. "Synthesis of benzoxazines, quinazolines and 4H-benzo[e][1,3]thiazine by ANRORC rearrangements of 1,2,4-oxadiazoles". supporting information; experimental part. p. 547 - 550. Retrieved 2012/04/04.