3,4-Diphenylisoxazol-5-amine

Base Information

• Chemical Name: 3,4-Diphenylisoxazol-5-amine
• CAS No.: 52392-73-1
• Molecular Formula: C15H12N2O
• Molecular Weight: 236.273
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID20359921
• Nikkaji Number: J753.873A
• Wikidata: Q82141357
• Mol file: 52392-73-1.mol

Synonyms:3,4-Diphenylisoxazol-5-amine;52392-73-1;diphenyl-1,2-oxazol-5-amine;3,4-diphenyl-1,2-oxazol-5-amine;5-amino-3,4-di-phenylisoxazole;DTXSID20359921;CCA39273;AKOS009334708;TS-00674;EN300-60202;Z385389954

Chemical Property of 3,4-Diphenylisoxazol-5-amine

Chemical Property:

• Melting Point: 148-152 °C
• Boiling Point: 401.3±45.0 °C(Predicted)
• PKA: -2.08±0.50(Predicted)
• PSA: 52.05000
• Density: 1.191±0.06 g/cm3(Predicted)
• LogP: 4.17200
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 236.094963011
• Heavy Atom Count: 18
• Complexity: 259

Purity/Quality:

99% ^*data from raw suppliers

3,4-Diphenylisoxazol-5-amine 97% ^*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=C(ON=C2C3=CC=CC=C3)N

Technology Process of 3,4-Diphenylisoxazol-5-amine

There total 5 articles about 3,4-Diphenylisoxazol-5-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: 89.0%

phenylacetonitrile (140-29-4) + phenylhydroxamoyl chloride (934-16-7) → 5-amino-3,4-diphenylisoxazole (52392-73-1)

Guidance literature:

With tert.-butyl lithium; In tetrahydrofuran; n-heptane; at -78 ℃; for 0.5h;

DOI:10.1021/ol061260+

Reference yield: 72.0%

benzonitrile oxide (873-67-6) + C9H8N2 (1071612-78-6) → 5-amino-3,4-diphenylisoxazole (52392-73-1)

Guidance literature:

With triethylamine; In benzene; for 48h; regioselective reaction; Reflux;

DOI:10.1002/jhet.5570450521

Reference yield: 65.0%

3-oxo-2,3-diphenyl-propionitrile (5415-07-6) → 5-amino-3,4-diphenylisoxazole (52392-73-1)

Guidance literature:

With hydroxylamine hydrochloride; sodium acetate; In methanol; at 20 ℃; Inert atmosphere;

DOI:10.1021/acs.orglett.8b00971

upstream raw materials:

3-oxo-2,3-diphenyl-propionitrile

N-hydroxy-3-hydroxyamino-2,3-diphenyl-propionamidine

Z α-cyano β-nitrostilbene

phenylacetonitrile

Downstream raw materials:

N-(3,4-diphenyl-isoxazol-5-yl)-acetamide

N-(3,4-diphenyl-isoxazol-5-yl)-diacetamide

5-Oxo-3,4-diphenyl-4,5-dihydroisoxazol

Dibenzyl-(3,4-diphenyl-isoxazol-5-yl)-amine