N-(3,5-Dichloro-phenyl)-2-methyl-N-(2-methylsulfanyl-acryloyl)-acrylamide

Base Information

• Chemical Name: N-(3,5-Dichloro-phenyl)-2-methyl-N-(2-methylsulfanyl-acryloyl)-acrylamide
• CAS No.: 87282-43-7
• Molecular Formula: C₁₄H₁₃Cl₂NO₂S
• Molecular Weight: 330.235

Synonyms:N-(3,5-Dichloro-phenyl)-2-methyl-N-(2-methylsulfanyl-acryloyl)-acrylamide

Chemical Property of N-(3,5-Dichloro-phenyl)-2-methyl-N-(2-methylsulfanyl-acryloyl)-acrylamide

Chemical Property:

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Technology Process of N-(3,5-Dichloro-phenyl)-2-methyl-N-(2-methylsulfanyl-acryloyl)-acrylamide

There total 2 articles about N-(3,5-Dichloro-phenyl)-2-methyl-N-(2-methylsulfanyl-acryloyl)-acrylamide 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:

C10H8Cl3NO (344883-86-9) + Sodium; 2-methylsulfanyl-acrylate → N-(3,5-Dichloro-phenyl)-2-methyl-N-(2-methylsulfanyl-acryloyl)-acrylamide (87282-43-7)

Guidance literature:

With tetrabutylammomium bromide; In dichloromethane; water; at 25 ℃; Yield given;

DOI:10.1021/ja00360a028

Reference yield:

N-(3,5-dichlorophenyl)methacrylamide (65925-84-0) → N-(3,5-Dichloro-phenyl)-2-methyl-N-(2-methylsulfanyl-acryloyl)-acrylamide (87282-43-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) PCl₅, 2.) Et₃N / 1.) 25 deg C, 1 h, 2.) toluene, reflux, 3 h

2: tetrabutylammonium bromide / CH₂Cl₂; H₂O / 25 °C

With phosphorus pentachloride; tetrabutylammomium bromide; triethylamine; In dichloromethane; water;

DOI:10.1021/ja00360a028

Reference yield: 51.0%

N-(3,5-Dichloro-phenyl)-2-methyl-N-(2-methylsulfanyl-acryloyl)-acrylamide (87282-43-7) → (1S,5R)-3-(3,5-Dichloro-phenyl)-1-methyl-5-methylsulfanyl-3-aza-bicyclo[3.2.0]heptane-2,4-dione (87282-46-0) + 3-(3,5-Dichloro-phenyl)-1-methyl-5-methylsulfanyl-3-aza-bicyclo[3.1.1]heptane-2,4-dione (87282-49-3)

Guidance literature:

With 2,6-di-tert-butyl-4-methyl-phenol; In various solvent(s); at 170 ℃; for 5h;

DOI:10.1021/ja00360a028

upstream raw materials:

C₁₀H₈Cl₃NO

N-(3,5-dichlorophenyl)methacrylamide

Downstream raw materials:

(1S,5R)-3-(3,5-Dichloro-phenyl)-1-methyl-5-methylsulfanyl-3-aza-bicyclo[3.2.0]heptane-2,4-dione

3-(3,5-Dichloro-phenyl)-1-methyl-5-methylsulfanyl-3-aza-bicyclo[3.1.1]heptane-2,4-dione

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