Methyl 5-(Chlorosulfonyl)-2-Furoate

Base Information

• Chemical Name: Methyl 5-(Chlorosulfonyl)-2-Furoate
• CAS No.: 69816-05-3
• Molecular Formula: C6H5 Cl O5 S
• Molecular Weight: 224.622
• Hs Code.: 2932190090
• European Community (EC) Number: 672-954-1
• DSSTox Substance ID: DTXSID60371647
• Wikidata: Q82159047
• Mol file: 69816-05-3.mol

Synonyms:69816-05-3;Methyl 5-(Chlorosulfonyl)-2-Furoate;methyl 5-(chlorosulfonyl)furan-2-carboxylate;Methyl 5-chlorosulfonylfuran-2-carboxylate;2-Furancarboxylic acid,5-(chlorosulfonyl)-, methyl ester;SCHEMBL490373;DTXSID60371647;JYWNJCAFWPZETG-UHFFFAOYSA-N;MFCD02180740;methyl 5-(chlorosulphonyl)-2-furoate;AKOS006220454;AT17355;SB61881;BS-13870;methyl 5-chlorosulfonyl-2-furan-carboxylate;CS-0455025;FT-0628669;EN300-72267;methyl 5-(chlorosulfonyl)-2-furoate, AldrichCPR;A836661;5-chlorosulfonyl-furan-2-carboxylic acid methyl ester;Z1147449855

Chemical Property of Methyl 5-(Chlorosulfonyl)-2-Furoate

Chemical Property:

• Vapor Pressure: 0.000103mmHg at 25°C
• Refractive Index: 1.511
• Boiling Point: 118°C 1mm
• Flash Point: 158.1°C
• PSA: 81.96000
• Density: 1.53g/cm³
• LogP: 2.07450
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 223.9546221
• Heavy Atom Count: 13
• Complexity: 293

Purity/Quality:

98%min ^*data from raw suppliers

Methyl5-(Chlorosulfonyl)-2-furoate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 34-36
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC=C(O1)S(=O)(=O)Cl

Technology Process of Methyl 5-(Chlorosulfonyl)-2-Furoate

There total 4 articles about Methyl 5-(Chlorosulfonyl)-2-Furoate 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:

5-(methoxycarbonyl)furan-2-sulfonate sodium salt (938452-64-3) → 2-furancarboxylic acid 5-(chlorosulfonyl) methyl ester (69816-05-3)

Guidance literature:

With phosphorus pentachloride; at 150 ℃; for 3h;

Reference yield:

2-furanoic acid (88-14-2) → 2-furancarboxylic acid 5-(chlorosulfonyl) methyl ester (69816-05-3)

Guidance literature:

Multi-step reaction with 3 steps

1: chlorosulfonic acid / CHCl₃ / 3 h / 50 °C

2: 1.) 15percent aq. KOH, 2.) PCl₅

3: 0.5 h / 40 °C

With chlorosulfonic acid; potassium hydroxide; phosphorus pentachloride; In chloroform;

DOI:10.1007/BF01150723

Reference yield:

5-sulfofuran-2-carboxylic acid (87299-57-8) → 2-furancarboxylic acid 5-(chlorosulfonyl) methyl ester (69816-05-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) 15percent aq. KOH, 2.) PCl₅

2: 0.5 h / 40 °C

With potassium hydroxide; phosphorus pentachloride;

DOI:10.1007/BF01150723

upstream raw materials:

methanol

5-Sulfofuran-2-carboxylic acid diacid chloride

5-(methoxycarbonyl)furan-2-sulfonate sodium salt

2-furanoic acid

Downstream raw materials:

C₁₆H₁₇FN₂O₅S

5-(4-Acryloylamino-piperidine-1-sulfonyl)-furan-2-carboxylic acid phenethyl-amide

[1-(5-Phenethylcarbamoyl-furan-2-sulfonyl)-piperidin-4-yl]-carbamic acid tert-butyl ester

5-{4-(3,5-di-tert-butyl-4-hydroxyphenylsulfanyl)-4-[3,5-di-tert-butyl-4-(3-hydroxy-propoxy)phenylsulfanyl]piperidine-1-sulfonyl}furan-2-carboxylic acid

Refernces

• 1、 Abovyan, L. S.,Shkulev, V. A.,Stepanyan, N. O.,Agaronyan, A. S.,Mndzhoyan, O. L.. "SYNTHESIS AND HYPOGLYCEMIC ACTIVITY OF N-(5-CARBOALKOXYFURAN-2-SULFONYL)-N'-BUTYL UREA". . p. 410 - 414. Retrieved 2007/10/02.