ethyl (Z)-2-(2,3-dihydro-1,3-dioxo-1H-isoindol-2-yl)-3-[(4-methylphenyl)amino]propenoate

Base Information

• Chemical Name: ethyl (Z)-2-(2,3-dihydro-1,3-dioxo-1H-isoindol-2-yl)-3-[(4-methylphenyl)amino]propenoate
• CAS No.: 476454-79-2
• Molecular Formula: C₂₀H₁₈N₂O₄
• Molecular Weight: 350.374

Synonyms:ethyl (Z)-2-(2,3-dihydro-1,3-dioxo-1H-isoindol-2-yl)-3-[(4-methylphenyl)amino]propenoate

Chemical Property of ethyl (Z)-2-(2,3-dihydro-1,3-dioxo-1H-isoindol-2-yl)-3-[(4-methylphenyl)amino]propenoate

Chemical Property:

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Technology Process of ethyl (Z)-2-(2,3-dihydro-1,3-dioxo-1H-isoindol-2-yl)-3-[(4-methylphenyl)amino]propenoate

There total 2 articles about ethyl (Z)-2-(2,3-dihydro-1,3-dioxo-1H-isoindol-2-yl)-3-[(4-methylphenyl)amino]propenoate 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: 80.0%

p-toluidine (106-49-0,12221-03-3) + ethyl (Z)-2-(2,3-dihydro-1,3-dioxo-1H-isoindol-2-yl)-3-(dimethylamino)propenoate (476454-78-1) → ethyl (Z)-2-(2,3-dihydro-1,3-dioxo-1H-isoindol-2-yl)-3-[(4-methylphenyl)amino]propenoate (476454-79-2)

Guidance literature:

With hydrogenchloride; In ethanol; for 1h; Heating;

DOI:10.1023/A:1014505209422

Reference yield:

phthalimidoacetic acid ethyl ester (6974-10-3) → ethyl (Z)-2-(2,3-dihydro-1,3-dioxo-1H-isoindol-2-yl)-3-[(4-methylphenyl)amino]propenoate (476454-79-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / dimethylformamide / 4 h / 120 °C

2: 80 percent / aq. HCl / ethanol / 1 h / Heating

With hydrogenchloride; In ethanol; N,N-dimethyl-formamide;

DOI:10.1023/A:1014505209422

Reference yield:

ethyl (Z)-2-(2,3-dihydro-1,3-dioxo-1H-isoindol-2-yl)-3-[(4-methylphenyl)amino]propenoate (476454-79-2) → ethyl (E)-2-(2,3-dihydro-1,3-dioxo-1H-isoindol-2-yl)-3-[(4-methylphenyl)amino]propenoate

Guidance literature:

In dimethylsulfoxide-d6;

DOI:10.1023/A:1014505209422

upstream raw materials:

p-toluidine

ethyl (Z)-2-(2,3-dihydro-1,3-dioxo-1H-isoindol-2-yl)-3-(dimethylamino)propenoate

phthalimidoacetic acid ethyl ester

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