5-[4-(2-Methylaminoethoxy)-benzyl]-thiazolidine-2,4-dione

Base Information

• Chemical Name: 5-[4-(2-Methylaminoethoxy)-benzyl]-thiazolidine-2,4-dione
• CAS No.: 158562-98-2
• Molecular Formula: C13H16N2O3S
• Molecular Weight: 280.348
• DSSTox Substance ID: DTXSID30438670
• Mol file: 158562-98-2.mol

Synonyms:158562-98-2;N-Despyridinyl rosiglitazone;SCHEMBL3900454;DTXSID30438670;BPSKNLFJDYBECE-UHFFFAOYSA-N;CHEBI:177855;5-[4-(2-methylaminoethoxy)-benzyl]-thiazolidine-2,4-dione;5-[[4-[2-(methylamino)ethoxy]phenyl]methyl]-1,3-thiazolidine-2,4-dione;5-[[4-[2-(Methylamino)ethoxy]phenyl]methyl]-2,4-thiazolidinedione;5-{4-[2-(Methylamino)ethoxy]benzyl}-1,3-thiazolidine-2,4-dione

Chemical Property of 5-[4-(2-Methylaminoethoxy)-benzyl]-thiazolidine-2,4-dione

Chemical Property:

• XLogP3: 1.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 280.08816355
• Heavy Atom Count: 19
• Complexity: 330

Purity/Quality:

99% ,98%,Electron Grade , ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CNCCOC1=CC=C(C=C1)CC2C(=O)NC(=O)S2

Technology Process of 5-[4-(2-Methylaminoethoxy)-benzyl]-thiazolidine-2,4-dione

There total 9 articles about 5-[4-(2-Methylaminoethoxy)-benzyl]-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: 98.0%

tert-butyl (2-{4-[(2,4-dioxo-1,3-thiazolidin-5-yl)methyl]phenoxy}ethyl)methylcarbamate (198990-14-6) → 5-[4-(2-methylamino-ethoxy)-benzyl]-thiazolidine-2,4-dione (158562-98-2)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane;

DOI:10.1016/S0960-894X(97)10017-8

Reference yield: 49.0%

phenylmethyl <2-<4-<(2,4-dioxo-5-thiazolidinyl)methyl>phenoxy>ethyl>methylcarbamate (142649-75-0) → 5-[4-(2-methylamino-ethoxy)-benzyl]-thiazolidine-2,4-dione (158562-98-2)

Guidance literature:

With hydrogenchloride; In ethanol; Heating;

DOI:10.1021/jm00049a017

Reference yield:

5-{4-[2-(methylamino)ethoxy]benzyl}-1,3-thiazolidine-2,4-dione hydrochloride → 5-[4-(2-methylamino-ethoxy)-benzyl]-thiazolidine-2,4-dione (158562-98-2)

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃; for 0.166667h;

upstream raw materials:

phenylmethyl <2-<4-<(2,4-dioxo-5-thiazolidinyl)methyl>phenoxy>ethyl>methylcarbamate

tert-butyl (2-{4-[(2,4-dioxo-1,3-thiazolidin-5-yl)methyl]phenoxy}ethyl)methylcarbamate

tert-butyl (2-(4-formylphenoxy)ethyl)(methyl)carbamate

tert-butyl (2-{4-[(Z)-(2,4-dioxo-1,3-thiazolidin-5-ylidene)methyl]phenoxy}ethyl)methylcarbamate

Downstream raw materials:

5-[4-[2-[N-(2-benzoxazolyl)-N-methylamino]ethoxy]benzyl]-2,4-thiazolidinedione

N-(2-{4-[2,4-dioxo(1,3-thiazolidin-5-yl)methyl]phenoxy}ethyl)-5-(1,2-dithiolan-3-yl)-N-methylpentanamide

C₂₃H₃₂N₂O₄S

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