N-(3-hydroxybenzyl)-5-(4-methoxyphenyl)-N-methylthiophene-2-carboxamide

Base Information

• Chemical Name: N-(3-hydroxybenzyl)-5-(4-methoxyphenyl)-N-methylthiophene-2-carboxamide
• CAS No.: 1350735-17-9
• Molecular Formula: C₂₀H₁₉NO₃S
• Molecular Weight: 353.442
• Mol file: 1350735-17-9.mol

Synonyms:N-(3-hydroxybenzyl)-5-(4-methoxyphenyl)-N-methylthiophene-2-carboxamide

Chemical Property of N-(3-hydroxybenzyl)-5-(4-methoxyphenyl)-N-methylthiophene-2-carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(3-hydroxybenzyl)-5-(4-methoxyphenyl)-N-methylthiophene-2-carboxamide

There total 5 articles about N-(3-hydroxybenzyl)-5-(4-methoxyphenyl)-N-methylthiophene-2-carboxamide 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: 90.0%

→ N-(3-hydroxybenzyl)-5-(4-methoxyphenyl)-N-methylthiophene-2-carboxamide (1350735-17-9)

Guidance literature:

Reference yield:

5-bromo-N-(3-hydroxybenzyl)-N-methylthiophene-2-carboxamide (1285248-71-6) + 4-methoxyphenylboronic acid (5720-07-0) → N-(3-hydroxybenzyl)-5-(4-methoxyphenyl)-N-methylthiophene-2-carboxamide (1350735-17-9)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In 1,2-dimethoxyethane; water; at 80 ℃; for 6h; Inert atmosphere;

DOI:10.1016/j.ejmech.2011.10.010

Reference yield:

5-bromothiophene-2-carbonyl chloride (31555-60-9) → N-(3-hydroxybenzyl)-5-(4-methoxyphenyl)-N-methylthiophene-2-carboxamide (1350735-17-9)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine / dichloromethane / 3 h / 0 °C

2: boron dimethyl-trifluoro sulphide / dichloromethane / 5 h / 0 °C

3: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / 1,2-dimethoxyethane; water / 6 h / 80 °C / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; boron dimethyl-trifluoro sulphide; sodium carbonate; triethylamine; In 1,2-dimethoxyethane; dichloromethane; water; 3: Suzuki coupling;

DOI:10.1016/j.ejmech.2011.10.010

upstream raw materials:

5-bromothiophene-2-carbonyl chloride

5-bromo-N-(3-hydroxybenzyl)-N-methylthiophene-2-carboxamide

4-methoxyphenylboronic acid

5-bromo-N-(3-methoxybenzyl)-N-methylthiophene-2-carboxamide