(E)-1-(furan-2-yl)-3-(4-methylphenyl)sulfonylprop-2-en-1-one

Base Information

• Chemical Name: (E)-1-(furan-2-yl)-3-(4-methylphenyl)sulfonylprop-2-en-1-one
• CAS No.: 75910-37-1
• Molecular Formula: C14H12O4S
• Molecular Weight: 276.3077
• NSC Number: 280897
• DSSTox Substance ID: DTXSID00422167
• Wikidata: Q82234009
• Mol file: 75910-37-1.mol

Synonyms:NSC280897;75910-37-1;DTXSID00422167;NSC-280897

Chemical Property of (E)-1-(furan-2-yl)-3-(4-methylphenyl)sulfonylprop-2-en-1-one

Chemical Property:

• Vapor Pressure: 3.72E-08mmHg at 25°C
• Boiling Point: 446.2°Cat760mmHg
• Flash Point: 223.7°C
• Density: 1.277g/cm³
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 276.04563003
• Heavy Atom Count: 19
• Complexity: 439

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)C=CC(=O)C2=CC=CO2
• Isomeric SMILES: CC1=CC=C(C=C1)S(=O)(=O)/C=C/C(=O)C2=CC=CO2

Technology Process of (E)-1-(furan-2-yl)-3-(4-methylphenyl)sulfonylprop-2-en-1-one

There total 2 articles about (E)-1-(furan-2-yl)-3-(4-methylphenyl)sulfonylprop-2-en-1-one 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: 81.0%

2-Bromo-1-furan-2-yl-3-(toluene-4-sulfonyl)-propan-1-one (75910-31-5) → 1-(2-Furyl)-3-p-toluolsulfonyl-propen-(2)-on-(1) (75910-37-1)

Guidance literature:

With potassium acetate; In methanol; ethanol; for 3h;

DOI:10.1002/ardp.19803130807

Reference yield:

1-(furan-2-yl)-3-tosylpropan-1-one (50366-61-5) → 1-(2-Furyl)-3-p-toluolsulfonyl-propen-(2)-on-(1) (75910-37-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 84 percent / Br₂, 48percent aq. HBr / CHCl₃ / Heating

2: 81 percent / potassium acetate / ethanol; methanol / 3 h

With hydrogen bromide; bromine; potassium acetate; In methanol; ethanol; chloroform;

DOI:10.1002/ardp.19803130807

Reference yield: 87.0%

2-chloro-3-phenyl-propionaldehyde (19261-37-1) + 1-(2-Furyl)-3-p-toluolsulfonyl-propen-(2)-on-(1) (75910-37-1) → 3-benzyl-6-(furan-2-yl)-2H-pyran-2-one

Guidance literature:

With 2-mesityl-6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-2-ium tetrafluoroborate; caesium carbonate; In dichloromethane; at 20 ℃; for 12h; regioselective reaction; Schlenk technique; Inert atmosphere; Sealed tube;

DOI:10.1002/adsc.202100760

upstream raw materials:

2-Bromo-1-furan-2-yl-3-(toluene-4-sulfonyl)-propan-1-one

1-(furan-2-yl)-3-tosylpropan-1-one

Downstream raw materials:

1-(2-Furyl)-3,3-bis-p-toluolsulfonyl-propanon-⁽¹⁾

3-Anilino-1-(2-furyl)-propen-⁽²⁾-on-⁽¹⁾

3-Benzylmercapto-1-(2-furyl)-3-p-toluolsulfonyl-propan-1-on