3-(4-Chlorobenzene-1-sulfinyl)-4H-1-benzopyran-4-one

Base Information

• Chemical Name: 3-(4-Chlorobenzene-1-sulfinyl)-4H-1-benzopyran-4-one
• CAS No.: 113272-05-2
• Molecular Formula: C15H9ClO3S
• Molecular Weight: 304.754
• DSSTox Substance ID: DTXSID90551677
• Mol file: 113272-05-2.mol

Synonyms:113272-05-2;3-(4-Chlorobenzene-1-sulfinyl)-4H-1-benzopyran-4-one;DTXSID90551677

Chemical Property of 3-(4-Chlorobenzene-1-sulfinyl)-4H-1-benzopyran-4-one

Chemical Property:

• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 303.9960930
• Heavy Atom Count: 20
• Complexity: 440

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=O)C(=CO2)S(=O)C3=CC=C(C=C3)Cl

Technology Process of 3-(4-Chlorobenzene-1-sulfinyl)-4H-1-benzopyran-4-one

There total 4 articles about 3-(4-Chlorobenzene-1-sulfinyl)-4H-1-benzopyran-4-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: 60.0%

2-(4-chlorophenylsulphinyl)-2'-hydroxyacetophenone (113272-15-4) + formyl acetic anhydride (2258-42-6) → 3-(4-chlorophenylsulphinyl)-4H-1-benzopyran-4-one (113272-05-2)

Guidance literature:

With sodium formate; 70-75 deg C for 3 h then room temperature for 1 h;

DOI:10.1016/S0040-4020(01)86849-6

Reference yield:

2-(4-chlorophenylthio)-2'-hydroxyacetophenone (113272-14-3) → 3-(4-chlorophenylsulphinyl)-4H-1-benzopyran-4-one (113272-05-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / 3-chloroperoxybenzoic acid / CH₂Cl₂ / 5 h / 0 °C

2: 60 percent / sodium formate / 70-75 deg C for 3 h then room temperature for 1 h

With sodium formate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane;

DOI:10.1016/S0040-4020(01)86849-6

Reference yield:

2-(2-bromoacetyl)hydroxybenzene (2491-36-3) → 3-(4-chlorophenylsulphinyl)-4H-1-benzopyran-4-one (113272-05-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 84 percent / dioxane; ethanol / 1 h / Ambient temperature

2: 93 percent / 3-chloroperoxybenzoic acid / CH₂Cl₂ / 5 h / 0 °C

3: 60 percent / sodium formate / 70-75 deg C for 3 h then room temperature for 1 h

With sodium formate; 3-chloro-benzenecarboperoxoic acid; In 1,4-dioxane; ethanol; dichloromethane;

DOI:10.1016/S0040-4020(01)86849-6

upstream raw materials:

2-(4-chlorophenylsulphinyl)-2'-hydroxyacetophenone

formyl acetic anhydride

2-(4-chlorophenylthio)-2'-hydroxyacetophenone

sodium p-chlorothiophenolate

Downstream raw materials:

3-hydroxyxanthen-9-one