5-(4-(2-(5-Ethylpyridin-2-yl)ethoxy)benzylidene)thiazolidine-2,4-dione

Base Information

• Chemical Name: 5-(4-(2-(5-Ethylpyridin-2-yl)ethoxy)benzylidene)thiazolidine-2,4-dione
• CAS No.: 136401-70-2
• Molecular Formula: C19H18 N2 O3 S
• Molecular Weight: 354.43
• Hs Code.: 2934999090
• Mol file: 136401-70-2.mol

Synonyms:2,4-Thiazolidinedione,5-[[4-[2-(5-ethyl-2-pyridinyl)ethoxy]phenyl]methylene]-, (E)-

Chemical Property of 5-(4-(2-(5-Ethylpyridin-2-yl)ethoxy)benzylidene)thiazolidine-2,4-dione

Chemical Property:

• Melting Point: 156-160 ºC
• PKA: 7.59±0.20(Predicted)
• PSA: 93.59000
• Density: 1.301±0.06 g/cm3(Predicted)
• LogP: 3.91820

Purity/Quality:

99% min ^*data from raw suppliers

(E)-5-(4-(2-(5-Ethylpyridin-2-yl)ethoxy)benzylidene)thiazolidine-2,4-dione 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-(4-(2-(5-Ethylpyridin-2-yl)ethoxy)benzylidene)thiazolidine-2,4-dione

There total 6 articles about 5-(4-(2-(5-Ethylpyridin-2-yl)ethoxy)benzylidene)thiazolidine-2,4-dione 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-ethyl-2-(2-hydroxyethyl)pyridine (5223-06-3) → (E)-5-<4-<2-(5-Ethyl-2-pyridyl)ethoxy>benzylidene>-2,4-thiazolidinedione (136401-70-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 67 percent / NaH (oil susp.) / tetrahydrofuran

2: 70 percent / Raney Ni, aq. HCOOH / Heating

3: 64 percent / piperidine / ethanol / Heating

4: acetonitrile / 0.75 h / Irradiation

With piperidine; formic acid; nickel; sodium hydride; In tetrahydrofuran; ethanol; acetonitrile;

DOI:10.1248/cpb.39.1440

Reference yield:

4-hydroxy-benzaldehyde (123-08-0,65581-83-1) → (E)-5-<4-<2-(5-Ethyl-2-pyridyl)ethoxy>benzylidene>-2,4-thiazolidinedione (136401-70-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) p-toluenesulfonyl chloride, aq. NaOH; 2.) aq. NaOH / 1.) benzyltributylammonium chloride / 1.) H₂O, CH₂Cl₂, r.t., 2 h; 2.) H₂O, 40-50 deg C, 12 h

2: 64 percent / piperidine / ethanol / Heating

3: acetonitrile / 0.75 h / Irradiation

With piperidine; sodium hydroxide; p-toluenesulfonyl chloride; benzyltri(n-butyl)ammonium chloride; In ethanol; acetonitrile;

DOI:10.1248/cpb.39.1440

Reference yield:

4-fluorobenzonitrile (1194-02-1,143234-87-1) → (E)-5-<4-<2-(5-Ethyl-2-pyridyl)ethoxy>benzylidene>-2,4-thiazolidinedione (136401-70-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 67 percent / NaH (oil susp.) / tetrahydrofuran

2: 70 percent / Raney Ni, aq. HCOOH / Heating

3: 64 percent / piperidine / ethanol / Heating

4: acetonitrile / 0.75 h / Irradiation

With piperidine; formic acid; nickel; sodium hydride; In tetrahydrofuran; ethanol; acetonitrile;

DOI:10.1248/cpb.39.1440

upstream raw materials:

5-{4-[2-(5-ethyl-pyridin-2-yl)ethoxy]benzylidene}-2,4-thiazolidinedione

5-ethyl-2-(2-hydroxyethyl)pyridine

4-fluorobenzonitrile

4-hydroxy-benzaldehyde

Downstream raw materials:

(5R)-5-{4-[2-(5-ethylpyridin-2-yl)ethoxy]benzyl}-1,3-thiazolidine-2,4-dione hydrochloride

(5R)-5-{4-[2-(5-ethylpyridin-2-yl)ethoxy]benzyl}-1,3-thiazolidine-2,4-dione tosylate

(5R)-5-{4-[2-(5-ethylpyridin-2-yl)ethoxy]benzyl}-1,3-thiazolidine-2,4-dione L-tartrate

(R)-5-({p-[2-(5-ethyl-2-pyridyl)ethoxy]phenyl}methyl)-1,3-thiazolidine-2,4-dione

Refernces