2-[4-methyl-3-(3,4,5-trimethoxybenzoyl)-2-thienyl]-1H-isoindole-1,3(2H)-dione

Base Information

• Chemical Name: 2-[4-methyl-3-(3,4,5-trimethoxybenzoyl)-2-thienyl]-1H-isoindole-1,3(2H)-dione
• CAS No.: 901118-50-1
• Molecular Formula: C₂₃H₁₉NO₆S
• Molecular Weight: 437.473

Synonyms:2-[4-methyl-3-(3,4,5-trimethoxybenzoyl)-2-thienyl]-1H-isoindole-1,3(2H)-dione

Chemical Property of 2-[4-methyl-3-(3,4,5-trimethoxybenzoyl)-2-thienyl]-1H-isoindole-1,3(2H)-dione

Chemical Property:

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Technology Process of 2-[4-methyl-3-(3,4,5-trimethoxybenzoyl)-2-thienyl]-1H-isoindole-1,3(2H)-dione

There total 2 articles about 2-[4-methyl-3-(3,4,5-trimethoxybenzoyl)-2-thienyl]-1H-isoindole-1,3(2H)-dione 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: 87.0%

(2-amino-4-methylthiophen-3-yl)(3,4,5-trimethoxyphenyl)methanone (901118-42-1) + phthalic anhydride (85-44-9) → 2-[4-methyl-3-(3,4,5-trimethoxybenzoyl)-2-thienyl]-1H-isoindole-1,3(2H)-dione (901118-50-1)

Guidance literature:

With acetic acid; for 18h; Reflux; Inert atmosphere;

DOI:10.2174/157340610793563974

Reference yield:

3-(3',4',5'-trimethoxyphenyl)-3-oxopropanenitrile (50606-35-4) → 2-[4-methyl-3-(3,4,5-trimethoxybenzoyl)-2-thienyl]-1H-isoindole-1,3(2H)-dione (901118-50-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 50 percent / Et₃N; sulfur / ethanol / 2 h / 70 °C

2: 60 percent / AcOH / 18 h / Heating

With sulfur; acetic acid; triethylamine; In ethanol; 1: Gewald reaction;

DOI:10.1021/jm060355e

Reference yield: 86.0%

2-[4-methyl-3-(3,4,5-trimethoxybenzoyl)-2-thienyl]-1H-isoindole-1,3(2H)-dione (901118-50-1) → 2-[4-methyl-5-bromo-3-(3,4,5-trimethoxybenzoyl)-2-thienyl]-1H-isoindole-1,3(2H)-dione (901118-53-4)

Guidance literature:

With bromine; sodium acetate; acetic acid; at 20 ℃; for 1h;

DOI:10.1021/jm060355e

upstream raw materials:

(2-amino-4-methylthiophen-3-yl)(3,4,5-trimethoxyphenyl)methanone

phthalic anhydride

3-(3',4',5'-trimethoxyphenyl)-3-oxopropanenitrile

Downstream raw materials:

2-[4-methyl-5-bromo-3-(3,4,5-trimethoxybenzoyl)-2-thienyl]-1H-isoindole-1,3(2H)-dione

2-[5-(2-phenylethynyl)-4-methyl-3-(3,4,5-trimethoxybenzoyl)-thiophen-2-yl]-isoindole-1,3-dione

2-[5-(2-(2-thienyl)ethynyl)-4-methyl-3-(3,4,5-trimethoxybenzoyl)-thiophen-2-yl]-isoindole-1,3-dione

2-[5-(2-(3-thienyl)ethynyl)-4-methyl-3-(3,4,5-trimethoxybenzoyl)-thiophen-2-yl]-isoindole-1,3-dione

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