N₁-{3-methyl-5-[(E)-2-(4-methylphenyl)-1-ethenyl]-4-isoxazolyl}-(E)-3-(5-chloro-2-nitrophenyl)-2-cyano-2-propenamide

Base Information

• Chemical Name: N₁-{3-methyl-5-[(E)-2-(4-methylphenyl)-1-ethenyl]-4-isoxazolyl}-(E)-3-(5-chloro-2-nitrophenyl)-2-cyano-2-propenamide
• CAS No.: 1400937-23-6
• Molecular Formula: C₂₃H₁₇ClN₄O₄
• Molecular Weight: 448.865

Synonyms:N₁-{3-methyl-5-[(E)-2-(4-methylphenyl)-1-ethenyl]-4-isoxazolyl}-(E)-3-(5-chloro-2-nitrophenyl)-2-cyano-2-propenamide

Chemical Property of N₁-{3-methyl-5-[(E)-2-(4-methylphenyl)-1-ethenyl]-4-isoxazolyl}-(E)-3-(5-chloro-2-nitrophenyl)-2-cyano-2-propenamide

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Technology Process of N₁-{3-methyl-5-[(E)-2-(4-methylphenyl)-1-ethenyl]-4-isoxazolyl}-(E)-3-(5-chloro-2-nitrophenyl)-2-cyano-2-propenamide

There total 2 articles about N₁-{3-methyl-5-[(E)-2-(4-methylphenyl)-1-ethenyl]-4-isoxazolyl}-(E)-3-(5-chloro-2-nitrophenyl)-2-cyano-2-propenamide 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: 71.0%

5-chloro-2-nitrobenzaldehyde (6628-86-0) + N1-{3-methyl-5-[(E)-2-(4-methylphenyl)-1-ethenyl]-4-isoxazolyl}-2-cyanoacetamide (1400937-14-5) → N1-{3-methyl-5-[(E)-2-(4-methylphenyl)-1-ethenyl]-4-isoxazolyl}-(E)-3-(5-chloro-2-nitrophenyl)-2-cyano-2-propenamide (1400937-23-6)

Guidance literature:

With piperidine; In ethanol; for 4h; Reflux;

DOI:10.1016/j.ejmech.2012.07.029

Reference yield:

4-amino-3-methyl-5-[(E)-2-(4-methylphenyl)-1-ethenyl]isoxazole (881398-62-5) → N1-{3-methyl-5-[(E)-2-(4-methylphenyl)-1-ethenyl]-4-isoxazolyl}-(E)-3-(5-chloro-2-nitrophenyl)-2-cyano-2-propenamide (1400937-23-6)

Guidance literature:

Multi-step reaction with 2 steps

1: ethanol / 5 h / Reflux

2: piperidine / ethanol / 4 h / Reflux

With piperidine; In ethanol; 2: |Knoevenagel Condensation;

DOI:10.1016/j.ejmech.2012.07.029

Reference yield: 85.0%

N1-{3-methyl-5-[(E)-2-(4-methylphenyl)-1-ethenyl]-4-isoxazolyl}-(E)-3-(5-chloro-2-nitrophenyl)-2-cyano-2-propenamide (1400937-23-6) → N3-{3-methyl-5-[(E)-2-(4-methylphenyl)-1-ethenyl]-4-isoxazolyl}-2-amino-6-chloro-3-quinolinecarboxamide

Guidance literature:

With tin(II) chloride dihdyrate; In ethanol; for 6h; Reflux;

DOI:10.1016/j.ejmech.2012.07.029

upstream raw materials:

5-chloro-2-nitrobenzaldehyde

N₁-{3-methyl-5-[(E)-2-(4-methylphenyl)-1-ethenyl]-4-isoxazolyl}-2-cyanoacetamide

4-amino-3-methyl-5-[(E)-2-(4-methylphenyl)-1-ethenyl]isoxazole

Downstream raw materials:

7-chloro-2-methyl-3-{3-methyl-5-[(E)-2-(4-methylphenyl)-1-ethenyl]-4-isoxazolyl}-3,4-dihydropyrimido[4,5-b]quinolin-4-one

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