Isoxazole, 5-(5-(4-(4,5-dihydro-2-oxazolyl)-2-nitrophenoxy)pentyl)-3-methyl-

Base Information

• Chemical Name: Isoxazole, 5-(5-(4-(4,5-dihydro-2-oxazolyl)-2-nitrophenoxy)pentyl)-3-methyl-
• CAS No.: 105639-10-9
• Molecular Formula: C₁₈H₂₁N₃O₅
• Molecular Weight: 359.382
• ChEMBL ID: CHEMBL339410
• DSSTox Substance ID: DTXSID20909642
• Wikidata: Q82879288
• Mol file: 105639-10-9.mol

Synonyms:105639-10-9;Isoxazole, 5-(5-(4-(4,5-dihydro-2-oxazolyl)-2-nitrophenoxy)pentyl)-3-methyl-;5-(5-(4-(4,5-Dihydrooxazol-2-yl)-2-nitrophenoxy)pentyl)-3-methylisoxazole;Isoxazole, 5-[5-[4-(4,5-dihydro-2-oxazolyl)-2-nitrophenoxy]pentyl]-3-methyl-;CHEMBL339410;SCHEMBL9862815;DTXSID20909642;5-[5-[4-(4,5-dihydrooxazol-2-yl)-2-nitro-phenoxy]pentyl]-3-methyl-isoxazole;5-{5-[4-(4,5-DIHYDRO-1,3-OXAZOL-2-YL)-2-NITROPHENOXY]PENTYL}-3-METHYL-1,2-OXAZOLE

Chemical Property of Isoxazole, 5-(5-(4-(4,5-dihydro-2-oxazolyl)-2-nitrophenoxy)pentyl)-3-methyl-

Chemical Property:

• Vapor Pressure: 1.95E-12mmHg at 25°C
• Boiling Point: 570.5°C at 760 mmHg
• Flash Point: 298.8°C
• Density: 1.33g/cm³
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 8
• Exact Mass: 359.14812078
• Heavy Atom Count: 26
• Complexity: 496

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NOC(=C1)CCCCCOC2=C(C=C(C=C2)C3=NCCO3)[N+](=O)[O-]

Technology Process of Isoxazole, 5-(5-(4-(4,5-dihydro-2-oxazolyl)-2-nitrophenoxy)pentyl)-3-methyl-

There total 3 articles about Isoxazole, 5-(5-(4-(4,5-dihydro-2-oxazolyl)-2-nitrophenoxy)pentyl)-3-methyl- 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: 24.0%

5-(5-bromopentyl)-3-methylisoxazole (98033-85-3) + 4-(4,5-Dihydro-oxazol-2-yl)-2-nitro-phenol; hydrochloride (105639-24-5) → 5-{5-[4-(4,5-Dihydro-oxazol-2-yl)-2-nitro-phenoxy]-pentyl}-3-methyl-isoxazole (105639-10-9)

Guidance literature:

With potassium carbonate; sodium iodide; In acetonitrile; for 24h; Heating;

DOI:10.1021/jm00385a021

Reference yield:

ethyl 4-hydroxy-3-nitrobenzoate (19013-10-6) → 5-{5-[4-(4,5-Dihydro-oxazol-2-yl)-2-nitro-phenoxy]-pentyl}-3-methyl-isoxazole (105639-10-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 2 h / 135 °C

2: 70 percent / thionyl chloride / various solvent(s) / 1.5 h / 25 °C

3: 24 percent / NaI, K₂CO₃ / acetonitrile / 24 h / Heating

With thionyl chloride; potassium carbonate; sodium iodide; In acetonitrile;

DOI:10.1021/jm00385a021

Reference yield:

4-Hydroxy-N-(2-hydroxy-ethyl)-3-nitro-benzamide → 5-{5-[4-(4,5-Dihydro-oxazol-2-yl)-2-nitro-phenoxy]-pentyl}-3-methyl-isoxazole (105639-10-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / thionyl chloride / various solvent(s) / 1.5 h / 25 °C

2: 24 percent / NaI, K₂CO₃ / acetonitrile / 24 h / Heating

With thionyl chloride; potassium carbonate; sodium iodide; In acetonitrile;

DOI:10.1021/jm00385a021

upstream raw materials:

5-(5-bromopentyl)-3-methylisoxazole

4-(4,5-Dihydro-oxazol-2-yl)-2-nitro-phenol; hydrochloride

ethyl 4-hydroxy-3-nitrobenzoate

Refernces