Methyl 5-(chlorosulfonyl)-2-ethoxybenzoate

Base Information

• Chemical Name: Methyl 5-(chlorosulfonyl)-2-ethoxybenzoate
• CAS No.: 200575-17-3
• Molecular Formula: C₁₀H₁₁ClO₅S
• Molecular Weight: 278.713
• European Community (EC) Number: 877-873-7
• DSSTox Substance ID: DTXSID90596240
• Wikidata: Q82491448
• Mol file: 200575-17-3.mol

Synonyms:Methyl 5-(chlorosulfonyl)-2-ethoxybenzoate;200575-17-3;methyl 5-chlorosulfonyl-2-ethoxybenzoate;SCHEMBL6990976;Benzoic acid, 5-(chlorosulfonyl)-2-ethoxy-, methyl ester;DTXSID90596240;G44555;EN300-1584973

Chemical Property of Methyl 5-(chlorosulfonyl)-2-ethoxybenzoate

Chemical Property:

• PSA: 78.05000
• LogP: 2.88020
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 278.0015723
• Heavy Atom Count: 17
• Complexity: 361

Purity/Quality:

Methyl5-(chlorosulfonyl)-2-ethoxybenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC1=C(C=C(C=C1)S(=O)(=O)Cl)C(=O)OC

Technology Process of Methyl 5-(chlorosulfonyl)-2-ethoxybenzoate

There total 4 articles about Methyl 5-(chlorosulfonyl)-2-ethoxybenzoate 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: 32.3%

methyl 2-ethoxybenzoate (3686-55-3) → methyl 5-(chlorosulfonyl)-2-ethoxybenzoate (200575-17-3)

Guidance literature:

With chlorosulfonic acid; thionyl chloride; at 0 - 20 ℃; for 12h;

Reference yield:

→ methyl 5-(chlorosulfonyl)-2-ethoxybenzoate (200575-17-3) + 2-Ethoxy-5-(4-methylpiperazin-1-ylsulphonyl)benzoic acid (194602-23-8)

Guidance literature:

Reference yield:

methyl salicylate (119-36-8,8024-54-2) → methyl 5-(chlorosulfonyl)-2-ethoxybenzoate (200575-17-3)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / N,N-dimethyl-formamide / 12 h / 20 °C

2: thionyl chloride; chlorosulfonic acid / 12 h / 0 - 20 °C

With chlorosulfonic acid; thionyl chloride; potassium carbonate; In N,N-dimethyl-formamide;

upstream raw materials:

methyl salicylate

methyl 2-ethoxybenzoate

Refernces

• 1、 -. "Process for preparing sildenafil". . . Retrieved 2008/06/13.