2-Propenoic acid, 3-[3-[(phenylamino)sulfonyl]phenyl]-, (2E)-

Base Information

• Chemical Name: 2-Propenoic acid, 3-[3-[(phenylamino)sulfonyl]phenyl]-, (2E)-
• CAS No.: 866323-87-7
• Molecular Formula: C15H13NO4S
• Molecular Weight: 303.339
• Mol file: 866323-87-7.mol

Synonyms:3-(3-Phenylsulfamoylphenyl)acrylic acid;(2E)-3-{3-[(phenylamino)sulfonyl]phenyl}prop-2-enoic acid;(E)-3-(3-phenylsulfamoyl-phenyl)-acrylic acid;(E)-3-(3-(N-phenylsulfamoyl)phenyl)acrylic acid;

Chemical Property of 2-Propenoic acid, 3-[3-[(phenylamino)sulfonyl]phenyl]-, (2E)-

Chemical Property:

• Melting Point: 210 - 216°C
• PSA: 91.85000
• LogP: 3.73900
• Storage Temp.: Amber Vial, -20°C Freezer, Under inert atmosphere
• Solubility.: DMSO (Slightly), Methanol (Slightly)

Purity/Quality:

99% ^*data from raw suppliers

(E)-3-(3-(N-Phenylsulfamoyl)phenyl)acrylicacid 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Belinostat Acid is a metabolite of Belinostat (B131400), a novel histone deacetylase 3 selective inhibitor, which protects the β cells from cytokine-induced apoptosis.

Technology Process of 2-Propenoic acid, 3-[3-[(phenylamino)sulfonyl]phenyl]-, (2E)-

There total 23 articles about 2-Propenoic acid, 3-[3-[(phenylamino)sulfonyl]phenyl]-, (2E)- 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: 92.1%

3-formyl-N-phenylbenzene-1-sulfonamide (405058-55-1) + trimethyl phosphonoacetate (5927-18-4) → (2E)-3-{3-[(phenylamino)sulfonyl]phenyl}prop-2-enoic acid (866323-87-7,412269-00-2)

Guidance literature:

3-formyl-N-phenylbenzene-1-sulfonamide; trimethyl phosphonoacetate; With potassium carbonate; In tetrahydrofuran; water; at 20 ℃; for 1h;

With water; sodium hydroxide; In tetrahydrofuran; at 30 ℃; for 1h;

Reference yield: 85.0%

methyl (2E)-3-{3-[(phenylamino)sulfonyl]phenyl}prop-2-enoate (866323-86-6,412268-99-6) → (2E)-3-{3-[(phenylamino)sulfonyl]phenyl}prop-2-enoic acid (866323-87-7,412269-00-2)

Guidance literature:

With sodium hydroxide; In methanol; water; at 20 ℃;

DOI:10.1002/hlca.200590129

Reference yield: 84.0%

(E)-3-(3-phenylsulfamoyl-phenyl)-acrylic acid ethyl ester (1137621-29-4) → (2E)-3-{3-[(phenylamino)sulfonyl]phenyl}prop-2-enoic acid (866323-87-7,412269-00-2)

Guidance literature:

(E)-3-(3-phenylsulfamoyl-phenyl)-acrylic acid ethyl ester; With sodium hydroxide; In water; at 40 - 50 ℃; for 2h;

With hydrogenchloride; In water; at 40 - 50 ℃;

upstream raw materials:

methyl (2E)-3-{3-[(phenylamino)sulfonyl]phenyl}prop-2-enoate

methyl (2E)-3-[3-(chlorosulfonyl)phenyl]prop-2-enoate

benzaldehyde

(E)-3-(3-phenylsulfamoyl-phenyl)-acrylic acid ethyl ester

Downstream raw materials:

belinostat

Refernces

• 1、 Zheng, Shilong,Guo, Shanchun,Zhong, Qiu,Zhang, Changde,Liu, Jiawang,Yang, Lin,Zhang, Qiang,Wang, Guangdi. "Biocompatible Boron-Containing Prodrugs of Belinostat for the Potential Treatment of Solid Tumors". supporting information. p. 149 - 154. Retrieved 2018/02/19.