Ethyl 2-[3-fluoro-4-(trifluoromethyl)phenyl]-4-methyl-1,3-thiazole-5-carboxylate

Base Information

• Chemical Name: Ethyl 2-[3-fluoro-4-(trifluoromethyl)phenyl]-4-methyl-1,3-thiazole-5-carboxylate
• CAS No.: 317319-21-4
• Molecular Formula: C14H11F4NO2S
• Molecular Weight: 333.30100
• Hs Code.: 2934100090
• DSSTox Substance ID: DTXSID80594811
• Wikidata: Q82489719
• Mol file: 317319-21-4.mol

Synonyms:317319-21-4;Ethyl 2-[3-fluoro-4-(trifluoromethyl)phenyl]-4-methyl-1,3-thiazole-5-carboxylate;Ethyl 2-(3-fluoro-4-(trifluoromethyl)phenyl)-4-methylthiazole-5-carboxylate;ETHYL 2-[3-FLUORO-(TRIFLUOROMETHYL)PHENYL]-4-METHYL-THIAZOLE-5-CARBOXYLATE;LCWBJARQUMMJMT-UHFFFAOYSA-N;C14H11F4NO2S;DTXSID80594811;MFCD07369386;AKOS005072941;HA-0829;CS-0327885;J-018522;Ethyl2-(3-fluoro-4-(trifluoromethyl)phenyl)-4-methylthiazole-5-carboxylate

Chemical Property of Ethyl 2-[3-fluoro-4-(trifluoromethyl)phenyl]-4-methyl-1,3-thiazole-5-carboxylate

Chemical Property:

• Melting Point: 102-104
• Boiling Point: 382.7±52.0 °C(Predicted)
• PKA: 0.34±0.10(Predicted)
• PSA: 67.43000
• Density: 1.355±0.06 g/cm3(Predicted)
• LogP: 4.45310
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 4
• Exact Mass: 333.04466242
• Heavy Atom Count: 22
• Complexity: 407

Purity/Quality:

99% ,99.9%, ^*data from raw suppliers

Ethyl2-[3-Fluoro-(trifluoromethyl)phenyl]-4-methyl-thiazole-5-carboxylate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(N=C(S1)C2=CC(=C(C=C2)C(F)(F)F)F)C
• Uses: Ethyl 2-[3-Fluoro-(trifluoromethyl)phenyl]-4-methyl-thiazole-5-carboxylate (cas# 317319-21-4) is a compound useful in organic synthesis.

Technology Process of Ethyl 2-[3-fluoro-4-(trifluoromethyl)phenyl]-4-methyl-1,3-thiazole-5-carboxylate

There total 1 articles about Ethyl 2-[3-fluoro-4-(trifluoromethyl)phenyl]-4-methyl-1,3-thiazole-5-carboxylate 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: 69.1%

ethyl 2-chloro-3-oxo-butyrate (609-15-4) + 3-fluoro-4-(trifluoromethyl)thiobenzamide (317319-16-7) → ethyl 4-methyl-2-[3-fluoro-4-(trifluoromethyl)phenyl]thiazole-5-carboxylate (317319-21-4)

Guidance literature:

In ethanol; for 26h; Reflux;

DOI:10.1021/acs.jmedchem.1c00560

Reference yield: 87.0%

ethyl 4-methyl-2-[3-fluoro-4-(trifluoromethyl)phenyl]thiazole-5-carboxylate (317319-21-4) → 5-hydroxymethyl-4-methyl-2-[3-fluoro-4-(trifluoromethyl)phenyl]thiazole (317319-27-0)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 20 ℃;

DOI:10.1016/S0960-894X(03)00207-5

Reference yield:

ethyl 4-methyl-2-[3-fluoro-4-(trifluoromethyl)phenyl]thiazole-5-carboxylate (317319-21-4) → 5-chloromethyl-4-methyl-2-[3-fluoro-4-(trifluoromethyl)phenyl]thiazole (317319-33-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / LiAlH₄ / tetrahydrofuran / 20 °C

2: 100 percent / MeSO₂Cl; Et₃N / CH₂Cl₂ / 0 °C

With lithium aluminium tetrahydride; methanesulfonyl chloride; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1016/S0960-894X(03)00207-5

upstream raw materials:

ethyl 2-chloro-3-oxo-butyrate

3-fluoro-4-(trifluoromethyl)thiobenzamide

Downstream raw materials:

5-hydroxymethyl-4-methyl-2-[3-fluoro-4-(trifluoromethyl)phenyl]thiazole

5-chloromethyl-4-methyl-2-[3-fluoro-4-(trifluoromethyl)phenyl]thiazole

GW 0742