Ethyl 2-[4-(2-thiazolyloxy)phenyl]propionate

Base Information

• Chemical Name: Ethyl 2-[4-(2-thiazolyloxy)phenyl]propionate
• CAS No.: 56355-16-9
• Molecular Formula: C₁₄H₁₅NO₃S
• Molecular Weight: 277.344
• DSSTox Substance ID: DTXSID501245028
• Mol file: 56355-16-9.mol

Synonyms:ethyl 2-[4-(2-thiazolyloxy)phenyl]propionate;SCHEMBL11589569;JOUDNFRFTFKDOZ-UHFFFAOYSA-N;DTXSID501245028;56355-16-9;ethyl 2-[4-(2-thiazolyloxy)-phenyl]propionate;Ethyl alpha-methyl-4-(2-thiazolyloxy)benzeneacetate

Chemical Property of Ethyl 2-[4-(2-thiazolyloxy)phenyl]propionate

Chemical Property:

• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 277.07726451
• Heavy Atom Count: 19
• Complexity: 292

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)C(C)C1=CC=C(C=C1)OC2=NC=CS2

Technology Process of Ethyl 2-[4-(2-thiazolyloxy)phenyl]propionate

There total 5 articles about Ethyl 2-[4-(2-thiazolyloxy)phenyl]propionate 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: 85.3%

2-Methyl-2-(4-thiocarbamoyloxy-phenyl)-malonic acid diethyl ester (88975-84-2) + chloroacetaldehyde diethyl acetal (621-62-5) → ethyl 2-[4-(2-thiazolyloxy)-phenyl]propionate (56355-16-9)

Guidance literature:

With toluene-4-sulfonic acid; In acetic acid; at 90 - 95 ℃; for 1.5h;

DOI:10.1248/cpb.31.3424

Reference yield:

2-chlorothiazole (3034-52-4) + 2-(4-hydroxyphenyl)propionic acid ethylester (56355-15-8) + potassium carbonate (584-08-7) → ethyl 2-[4-(2-thiazolyloxy)-phenyl]propionate (56355-16-9)

Guidance literature:

With sodium hydroxide; In N-methyl-acetamide; water;

Reference yield:

amino-4-phenyl methyl malonate d'ethyle (61881-50-3) → ethyl 2-[4-(2-thiazolyloxy)-phenyl]propionate (56355-16-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) NaNO₂, H₂O/7.3percent H₂SO₄ / 1.) 0 deg C, 2 h; 2.) toluene, reflux, 15 min

2: 5.5 g / triethylamine / diethyl ether / 2 h / -10 °C

3: H₂S/triethylamine / diethyl ether / 0.83 h / Ambient temperature

4: 85.3 percent / p-toluenesulfonic acid / acetic acid / 1.5 h / 90 - 95 °C

With sulfuric acid; hydrogen sulfide; water; toluene-4-sulfonic acid; triethylamine; sodium nitrite; In diethyl ether; acetic acid;

DOI:10.1248/cpb.31.3424

upstream raw materials:

2-Methyl-2-(4-thiocarbamoyloxy-phenyl)-malonic acid diethyl ester

chloroacetaldehyde diethyl acetal

amino-4-phenyl methyl malonate d'ethyle

diethyl (4-hydroxyphenyl)methylmalonate

Downstream raw materials:

2-[4-(2-thiazolyloxy)phenyl]propionic acid