2-((4-methoxyphenyl)ethynyl)-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxamide

Base Information

• Chemical Name: 2-((4-methoxyphenyl)ethynyl)-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxamide
• CAS No.: 1428144-72-2
• Molecular Formula: C₁₈H₁₇NO₂S
• Molecular Weight: 311.404

Synonyms:2-((4-methoxyphenyl)ethynyl)-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxamide

Chemical Property of 2-((4-methoxyphenyl)ethynyl)-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxamide

Chemical Property:

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Technology Process of 2-((4-methoxyphenyl)ethynyl)-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxamide

There total 3 articles about 2-((4-methoxyphenyl)ethynyl)-4,5,6,7-tetrahydrobenzo[b]thiophene-3-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: 77.0%

2-((4-methoxyphenyl)ethynyl)-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carbonitrile (1428144-65-3) → 2-((4-methoxyphenyl)ethynyl)-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxamide (1428144-72-2)

Guidance literature:

With sulfuric acid; trifluoroacetic acid; at 70 ℃; for 5h; Inert atmosphere; Reflux;

DOI:10.1016/j.tet.2013.02.069

Reference yield:

4-methoxyphenylacetylen (768-60-5) → 2-((4-methoxyphenyl)ethynyl)-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxamide (1428144-72-2)

Guidance literature:

Multi-step reaction with 2 steps

1: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; N-ethyl-N,N-diisopropylamine / 2 h / 70 °C / Inert atmosphere

2: trifluoroacetic acid; sulfuric acid / 5 h / 70 °C / Inert atmosphere; Reflux

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; sulfuric acid; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid;

DOI:10.1016/j.tet.2013.02.069

Reference yield:

2-bromo-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carbonitrile (757196-84-2) → 2-((4-methoxyphenyl)ethynyl)-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxamide (1428144-72-2)

Guidance literature:

Multi-step reaction with 2 steps

1: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; N-ethyl-N,N-diisopropylamine / 2 h / 70 °C / Inert atmosphere

2: trifluoroacetic acid; sulfuric acid / 5 h / 70 °C / Inert atmosphere; Reflux

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; sulfuric acid; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid;

DOI:10.1016/j.tet.2013.02.069

upstream raw materials:

2-((4-methoxyphenyl)ethynyl)-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carbonitrile

4-methoxyphenylacetylen

2-bromo-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carbonitrile

Downstream raw materials:

3-(4-methoxyphenyl)-6,7,8,9-tetrahydro[1]benzothieno[3,2-c]pyridin-1(2H)-one

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