3-[(E)-3-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-propenyl]-4-(2-methoxy-ethoxymethoxy)-benzonitrile

Base Information

• Chemical Name: 3-[(E)-3-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-propenyl]-4-(2-methoxy-ethoxymethoxy)-benzonitrile
• CAS No.: 219671-90-6
• Molecular Formula: C₂₂H₂₀N₂O₅
• Molecular Weight: 392.411

Synonyms:3-[(E)-3-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-propenyl]-4-(2-methoxy-ethoxymethoxy)-benzonitrile

Chemical Property of 3-[(E)-3-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-propenyl]-4-(2-methoxy-ethoxymethoxy)-benzonitrile

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Technology Process of 3-[(E)-3-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-propenyl]-4-(2-methoxy-ethoxymethoxy)-benzonitrile

There total 2 articles about 3-[(E)-3-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-propenyl]-4-(2-methoxy-ethoxymethoxy)-benzonitrile 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: 45.0%

3-phthalimido-1-propene (5428-09-1) + 3-Bromo-4-(2-methoxyethoxymethoxy)-benzonitrile (219671-91-7) → 3-[(E)-3-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-propenyl]-4-(2-methoxy-ethoxymethoxy)-benzonitrile (219671-90-6)

Guidance literature:

With palladium diacetate; triethylamine; tris-(o-tolyl)phosphine; In pyridine;

DOI:10.1016/S0960-894X(99)00673-3

Reference yield:

3-bromo-4-hydroxybenzonitrile (2315-86-8) → 3-[(E)-3-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-propenyl]-4-(2-methoxy-ethoxymethoxy)-benzonitrile (219671-90-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / NaH / pyridine

2: 45 percent / Pd(Oac)2; P(oTol)3; Et₃N / pyridine

With palladium diacetate; sodium hydride; triethylamine; tris-(o-tolyl)phosphine; In pyridine; 1: Alkylation / 2: Alkylation;

DOI:10.1016/S0960-894X(99)00673-3

Reference yield: 90.0%

3-[(E)-3-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-propenyl]-4-(2-methoxy-ethoxymethoxy)-benzonitrile (219671-90-6) → 3-((E)-3-Amino-propenyl)-4-(2-methoxy-ethoxymethoxy)-benzonitrile (219671-92-8)

Guidance literature:

With hydrazine; In ethanol; water; for 1h; Heating;

DOI:10.1016/S0960-894X(99)00673-3

upstream raw materials:

3-phthalimido-1-propene

3-Bromo-4-(2-methoxyethoxymethoxy)-benzonitrile

3-bromo-4-hydroxybenzonitrile

Downstream raw materials:

3-((E)-3-Amino-propenyl)-4-(2-methoxy-ethoxymethoxy)-benzonitrile

4-tert-butyl-N-[3-(5-carbamimidoyl-2-hydroxy-phenyl)-allyl]-benzamide

5-Pyridin-2-yl-thiophene-2-carboxylic acid [(E)-3-(5-carbamimidoyl-2-hydroxy-phenyl)-allyl]-amide

Biphenyl-4-carboxylic acid [(E)-3-(5-carbamimidoyl-2-hydroxy-phenyl)-allyl]-amide

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