3-SALICYLIDENEAMINOCOUMARIN

Base Information

• Chemical Name: 3-SALICYLIDENEAMINOCOUMARIN
• CAS No.: 910217-51-5
• Molecular Formula: C₁₆H₁₁NO₃
• Molecular Weight: 265.268
• Mol file: 910217-51-5.mol

Synonyms:3-(Salicylideneamino) Coumarin;3-[(E)-[(2-Hydroxyphenyl)methylene]amino]-2H-1-benzopyran-2-one;

Chemical Property of 3-SALICYLIDENEAMINOCOUMARIN

Chemical Property:

• Melting Point: 197-198
• Boiling Point: 492.2±45.0 °C(Predicted)
• PKA: 8.59±0.35(Predicted)
• PSA: 59.31000
• Density: 1.26±0.1 g/cm3(Predicted)
• LogP: 2.85690
• Storage Temp.: -20°C Freezer, Under Inert Atmosphere
• Solubility.: DMF (Slightly), Ethyl Acetate (Slightly)

Purity/Quality:

99% ^*data from raw suppliers

3-Salicylideneaminocoumarin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: A coumarin A coumarin derivative which shows antiinflammatory activity against carrageenan-induced edema.

Technology Process of 3-SALICYLIDENEAMINOCOUMARIN

There total 7 articles about 3-SALICYLIDENEAMINOCOUMARIN 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: 84.0%

aminocoumarine (1635-31-0) + salicylaldehyde (90-02-8) → 3-[(2-hydroxy-benzylidene)amino]chromen-2-one (1473-60-5,910217-51-5)

Guidance literature:

at 60 ℃; for 0.5h;

Reference yield: 53.0%

glycine ethyl ester hydrochloride (623-33-6) + salicylaldehyde (90-02-8) → 3-[(2-hydroxy-benzylidene)amino]chromen-2-one (1473-60-5,910217-51-5)

Guidance literature:

With triethylamine; In water; for 18h; Ambient temperature; pH 9;

DOI:10.1002/jhet.5570230118

Reference yield:

3-acetamidocoumarin (779-30-6) → 3-[(2-hydroxy-benzylidene)amino]chromen-2-one (1473-60-5,910217-51-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / conc. HCl / ethanol / 1 h / Heating

2: AcOH / ethanol / 8 h / Heating

With hydrogenchloride; acetic acid; In ethanol;

upstream raw materials:

aminocoumarine

salicylaldehyde

glycine ethyl ester hydrochloride

3-acetamidocoumarin

Downstream raw materials:

C₂₂H₁₄ClN₃O₃

C₂₂H₁₃Cl₂N₃O₃

C₂₂H₁₃Cl₂N₃O₃

C₂₂H₁₅N₃O₄

Refernces

• 1、 Shen, Qiong,Shao, Jialiang,Peng, Quan,Zhang, Wanjin,Ma, Lin,Chan, Albert S. C.,Gu, Lianquan. "Hydroxycoumarin derivatives: Novel and potent α-glucosidase inhibitors". scheme or table. p. 8252 - 8259. Retrieved 2011/02/23.
• 2、 Maddi,Raghu,Rao. "Synthesis and anti-inflammatory activity of 3-(benzylideneamino)coumarins in rodents". . p. 964 - 965. Retrieved 2007/10/02.