Acetamide, 2-[(4-methylphenyl)sulfonyl]-N-2-propenyl-

Base Information

• Chemical Name: Acetamide, 2-[(4-methylphenyl)sulfonyl]-N-2-propenyl-
• CAS No.: 196393-43-8
• Molecular Formula: C12H15NO3S
• Molecular Weight: 253.322
• NSC Number: 142638
• DSSTox Substance ID: DTXSID30301370
• Nikkaji Number: J1.825.835H
• Wikidata: Q82045161
• Mol file: 196393-43-8.mol

Synonyms:Acetamide, 2-[(4-methylphenyl)sulfonyl]-N-2-propenyl-;196393-43-8;NSC142638;DTXSID30301370;AKOS024323232;NSC-142638;N-allyl-2-[(4-methylphenyl)sulfonyl]acetamide

Chemical Property of Acetamide, 2-[(4-methylphenyl)sulfonyl]-N-2-propenyl-

Chemical Property:

• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 253.07726451
• Heavy Atom Count: 17
• Complexity: 362

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)CC(=O)NCC=C

Technology Process of Acetamide, 2-[(4-methylphenyl)sulfonyl]-N-2-propenyl-

There total 1 articles about Acetamide, 2-[(4-methylphenyl)sulfonyl]-N-2-propenyl- 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: 85.0%

N-(chloroacetyl)allylamine (13269-97-1) + sodium 4-methylbenzenesulfinate (824-79-3) → N-allyl-2-(4-methylphenylsulfonyl)acetamide (196393-43-8)

Guidance literature:

In 1,4-dioxane; water; for 10h; Heating;

DOI:10.1016/S0040-4020(03)01198-0

Reference yield: 73.0%

2-methoxyacrylic acid ethyl ester (36997-05-4) + N-allyl-2-(4-methylphenylsulfonyl)acetamide (196393-43-8) → (3R,5R)-1-Allyl-3-methoxy-5-(toluene-4-sulfonyl)-piperidine-2,6-dione

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 20 ℃; for 7h;

DOI:10.1016/j.tet.2004.09.001

Reference yield: 71.0%

N-allyl-2-(4-methylphenylsulfonyl)acetamide (196393-43-8) + methyl (Z)-2-bromo-4,4,4-trifluoro-2-butenoate → C17H18F3NO5S

Guidance literature:

N-allyl-2-(4-methylphenylsulfonyl)acetamide; With sodium hydride; In tetrahydrofuran; at -78 - 20 ℃; for 0.5h; Inert atmosphere; Schlenk technique;

methyl (Z)-2-bromo-4,4,4-trifluoro-2-butenoate; In tetrahydrofuran; at -78 - 20 ℃; diastereoselective reaction; Inert atmosphere; Schlenk technique;

DOI:10.1016/j.tetlet.2018.01.095

upstream raw materials:

N-(chloroacetyl)allylamine

sodium 4-methylbenzenesulfinate

Downstream raw materials:

1-methoxy-3-(toluene-4-sulfonyl)-1,2,3,6,9,9a-hexahydroquinolizin-4-one

1-methoxy-3-(toluene-4-sulfonyl)-octahydro-quinolizin-4-one