N-methoxy-3-(4-methoxyphenyl)-N-methylpropiolamide

Base Information

• Chemical Name: N-methoxy-3-(4-methoxyphenyl)-N-methylpropiolamide
• CAS No.: 1433174-92-5
• Molecular Formula: C₁₂H₁₃NO₃
• Molecular Weight: 219.24
• Mol file: 1433174-92-5.mol

Synonyms:N-methoxy-3-(4-methoxyphenyl)-N-methylpropiolamide

Chemical Property of N-methoxy-3-(4-methoxyphenyl)-N-methylpropiolamide

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of N-methoxy-3-(4-methoxyphenyl)-N-methylpropiolamide

There total 2 articles about N-methoxy-3-(4-methoxyphenyl)-N-methylpropiolamide 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%

N-methoxyurea-N,N',N'-trimethylurea (123707-27-7) + 4-methoxyphenylacetylen (768-60-5) → N-methoxy-3-(4-methoxyphenyl)-N-methylpropiolamide (1433174-92-5)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; Hexachlorobutadiene; at 0 ℃; for 2h; Inert atmosphere;

DOI:10.1021/jo400125p

Reference yield: 67.0%

3-(4-methoxyphenyl)propynoic acid (2227-57-8) + N,O-dimethylhydroxylamine*hydrochloride (6638-79-5) → N-methoxy-3-(4-methoxyphenyl)-N-methylpropiolamide (1433174-92-5)

Guidance literature:

With dmap; triethylamine; dicyclohexyl-carbodiimide; In dichloromethane; at 0 - 20 ℃; for 16h;

DOI:10.1002/anie.201703764

Reference yield: 44.0%

N-methoxy-3-(4-methoxyphenyl)-N-methylpropiolamide (1433174-92-5) + allylmagnesium bromide (1730-25-2) → 1-(4-methoxyphenyl)hex-5-en-1-yn-3-one

Guidance literature:

In tetrahydrofuran; diethyl ether; at -78 ℃; for 3h; Inert atmosphere;

DOI:10.1002/anie.201703764

upstream raw materials:

N-methoxyurea-N,N',N'-trimethylurea

4-methoxyphenylacetylen

3-(4-methoxyphenyl)propynoic acid

N,O-dimethylhydroxylamine*hydrochloride

Downstream raw materials:

3-iodo-2-(4'-methoxyphenyl)-quinolin-4(1H)-one

C₂₄H₁₉NO₃

Refernces

• 1、 Halim, Rosliana,Aurelio, Luigi,Scammells, Peter J.,Flynn, Bernard L.. "Scaffold-divergent synthesis of ring-fused indoles, quinolines, and quinolones via iodonium-induced reaction cascades". . p. 4708 - 4718. Retrieved 2013/06/27.