diisobutyl (2E,2'E)-3,3'-{5-[(E)-(4-methoxyphenylimino)methyl]thiophene-2,3-diyl}diacrylate

Base Information

• Chemical Name: diisobutyl (2E,2'E)-3,3'-{5-[(E)-(4-methoxyphenylimino)methyl]thiophene-2,3-diyl}diacrylate
• CAS No.: 1415481-80-9
• Molecular Formula: C₂₆H₃₁NO₅S
• Molecular Weight: 469.602

Synonyms:diisobutyl (2E,2'E)-3,3'-{5-[(E)-(4-methoxyphenylimino)methyl]thiophene-2,3-diyl}diacrylate

Chemical Property of diisobutyl (2E,2'E)-3,3'-{5-[(E)-(4-methoxyphenylimino)methyl]thiophene-2,3-diyl}diacrylate

Chemical Property:

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Technology Process of diisobutyl (2E,2'E)-3,3'-{5-[(E)-(4-methoxyphenylimino)methyl]thiophene-2,3-diyl}diacrylate

There total 3 articles about diisobutyl (2E,2'E)-3,3'-{5-[(E)-(4-methoxyphenylimino)methyl]thiophene-2,3-diyl}diacrylate 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: 76.0%

isobutyl acrylate (106-63-8,26335-74-0) + (E)-N-[(4,5-dibromothiophen-2-yl)methylene]-4-methoxyaniline (1415481-77-4) → diisobutyl (2E,2'E)-3,3'-{5-[(E)-(4-methoxyphenylimino)methyl]thiophene-2,3-diyl}diacrylate (1415481-80-9)

Guidance literature:

With palladium diacetate; triethylamine; tricyclohexylphosphine; In N,N-dimethyl-formamide; at 90 ℃; for 12h; Inert atmosphere;

DOI:10.1016/j.tet.2012.10.050

Reference yield:

4,5-dibromothiophene-2-carboxaldehyde (38071-22-6) → diisobutyl (2E,2'E)-3,3'-{5-[(E)-(4-methoxyphenylimino)methyl]thiophene-2,3-diyl}diacrylate (1415481-80-9)

Guidance literature:

Multi-step reaction with 2 steps

1: acetic acid / 0.25 h / 20 °C

2: triethylamine; tricyclohexylphosphine; palladium diacetate / N,N-dimethyl-formamide / 12 h / 90 °C / Inert atmosphere

With palladium diacetate; acetic acid; triethylamine; tricyclohexylphosphine; In N,N-dimethyl-formamide; 2: |Heck Reaction;

DOI:10.1016/j.tet.2012.10.050

Reference yield:

4-methoxy-aniline (104-94-9) → diisobutyl (2E,2'E)-3,3'-{5-[(E)-(4-methoxyphenylimino)methyl]thiophene-2,3-diyl}diacrylate (1415481-80-9)

Guidance literature:

Multi-step reaction with 2 steps

1: acetic acid / 0.25 h / 20 °C

2: triethylamine; tricyclohexylphosphine; palladium diacetate / N,N-dimethyl-formamide / 12 h / 90 °C / Inert atmosphere

With palladium diacetate; acetic acid; triethylamine; tricyclohexylphosphine; In N,N-dimethyl-formamide; 2: |Heck Reaction;

DOI:10.1016/j.tet.2012.10.050

upstream raw materials:

isobutyl acrylate

(E)-N-[(4,5-dibromothiophen-2-yl)methylene]-4-methoxyaniline

4,5-dibromothiophene-2-carboxaldehyde

4-methoxy-aniline

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