2-[(2,4-Dioxo-3-phenyl-1,3-thiazolidin-5-yl)-methylamino]benzoic acid

Base Information

• Chemical Name: 2-[(2,4-Dioxo-3-phenyl-1,3-thiazolidin-5-yl)-methylamino]benzoic acid
• CAS No.: 5840-58-4
• Molecular Formula: C16H15 N O
• Molecular Weight: 237.301
• DSSTox Substance ID: DTXSID00386770
• Mol file: 5840-58-4.mol

Synonyms:CBMicro_034800;5840-58-4;2-[(2,4-dioxo-3-phenyl-1,3-thiazolidin-5-yl)-methylamino]benzoic acid;Oprea1_650762;DTXSID00386770;BIM-0034852.P001;AB00098842-01;SR-01000221561;SR-01000221561-1

Chemical Property of 2-[(2,4-Dioxo-3-phenyl-1,3-thiazolidin-5-yl)-methylamino]benzoic acid

Chemical Property:

• Vapor Pressure: 1.67E-12mmHg at 25°C
• Boiling Point: 540.3°Cat760mmHg
• Flash Point: 280.5°C
• Density: 1.472g/cm³
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 342.06742811
• Heavy Atom Count: 24
• Complexity: 521

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C1C(=O)N(C(=O)S1)C2=CC=CC=C2)C3=CC=CC=C3C(=O)O

Technology Process of 2-[(2,4-Dioxo-3-phenyl-1,3-thiazolidin-5-yl)-methylamino]benzoic acid

There total 12 articles about 2-[(2,4-Dioxo-3-phenyl-1,3-thiazolidin-5-yl)-methylamino]benzoic acid 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: 99.0%

3-phenyl-2-(4-methoxyphenyl)acrylonitrile (5840-59-5) → 2-(4-methoxyphenyl)-3-phenylpropanenitrile (5840-58-4)

Guidance literature:

With sodium tetrahydroborate; In ethanol; at 60 - 70 ℃; for 2h;

DOI:10.1021/jm950833d

Reference yield: 98.0%

p-methoxybenzylnitrile (104-47-2) + benzyl alcohol (100-51-6,185532-71-2) → 2-(4-methoxyphenyl)-3-phenylpropanenitrile (5840-58-4)

Guidance literature:

With potassium tert-butylate; C₃₅H₂₇Cl₂N₄PRuS; In toluene; at 135 ℃; for 1h; Inert atmosphere; Schlenk technique;

DOI:10.1002/aoc.5451

Reference yield: 90.0%

(Z)-2-(4-methoxyphenyl)-3-phenylpropenenitrile (54648-50-9) → 2-(4-methoxyphenyl)-3-phenylpropanenitrile (5840-58-4)

Guidance literature:

With sodium tetrahydroborate; In N,N-dimethyl-formamide; Ambient temperature; overnight;

DOI:10.1021/jo01289a038

upstream raw materials:

(Z)-2-(4-methoxyphenyl)-3-phenylpropenenitrile

3-phenyl-2-(4-methoxyphenyl)acrylonitrile

p-methoxybenzylnitrile

benzyl alcohol

Downstream raw materials:

(±)-2-(4-methoxyphenyl)-3-phenylpropanoic acid