Isoxazole, 3-methyl-4-nitro-5-(2-phenylethenyl)-, (E)-

Base Information

• Chemical Name: Isoxazole, 3-methyl-4-nitro-5-(2-phenylethenyl)-, (E)-
• CAS No.: 51978-94-0
• Molecular Formula: C₁₂H₁₀N₂O₃
• Molecular Weight: 230.223
• Mol file: 51978-94-0.mol

Synonyms:3-methyl-4-nitro-5-styrylisoxazole;3-methyl-4-nitro-5-styryl-isoxazole;3-methyl-4-nitro-5-styryl isoxazole;3-methyl-5-styryl-4-nitroisoxazol;3-methyl-4-nitro-5-trans-styryl-isoxazole;3-Methyl-4-nitro-5-trans(?)-styryl-isoxazol;

Chemical Property of Isoxazole, 3-methyl-4-nitro-5-(2-phenylethenyl)-, (E)-

Chemical Property:

• PSA: 71.85000
• LogP: 3.58480

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Isoxazole, 3-methyl-4-nitro-5-(2-phenylethenyl)-, (E)-

There total 5 articles about Isoxazole, 3-methyl-4-nitro-5-(2-phenylethenyl)-, (E)- 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: 100.0%

3-<1-phenyl-2-(3-methyl-4-nitro-5-isoxazolyl)-ethyl>pentane-2,4-dione (79510-57-9) → (E)-3-methyl-4-nitro-5-styrylisoxazole (51978-94-0,53557-94-1) + acetylacetone (123-54-6,81235-32-7)

Guidance literature:

With ethylenediamine; In acetic acid; for 0.5h; Heating; other substrates with o- and p-substituted phenyls as Ar;

Reference yield: 96.0%

3,5-dimethyl-4-nitroisoxazole (1123-49-5) + benzaldehyde (100-52-7) → (E)-3-methyl-4-nitro-5-styrylisoxazole (51978-94-0,53557-94-1)

Guidance literature:

With piperidine; In ethanol; at 65 ℃;

DOI:10.1016/j.bmcl.2020.127538

Reference yield:

3,5-dimethyl-1,2-oxazole (300-87-8) → (E)-3-methyl-4-nitro-5-styrylisoxazole (51978-94-0,53557-94-1)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfuric acid; nitric acid / 0 °C

2: piperidine / ethanol / 65 °C / Reflux

With piperidine; sulfuric acid; nitric acid; In ethanol;

DOI:10.1039/c7pp00331e

upstream raw materials:

3,5-dimethyl-4-nitroisoxazole

benzaldehyde

3-<1-phenyl-2-(3-methyl-4-nitro-5-isoxazolyl)-ethyl>pentane-2,4-dione

3,5-dimethyl-1,2-oxazole

Downstream raw materials:

(E)-4-amino-3-methyl-5-styrylisoxazole

3,3'-dimethyl-4,4'-dinitro-5,5'-(3c,4t-diphenyl-cyclobutane-1r,2t-diyl)-bis-isoxazole

3,3'-dimethyl-4,4'-dinitro-5,5'-(2t,4t-diphenyl-cyclobutane-1r,3c-diyl)-bis-isoxazole

<1α(E),5α,6β,7α>-4-methyl-7-(3-methyl-4-nitro-5-isoxazolyl)-5-nitro-6-phenyl-1-styryl-2-oxa-3-azabicyclo<3.2.0>hept-3-ene