Ethyl 4-hydroxy-2-phenyl-1,3-thiazole-5-carboxylate

Base Information

• Chemical Name: Ethyl 4-hydroxy-2-phenyl-1,3-thiazole-5-carboxylate
• CAS No.: 70547-29-4
• Molecular Formula: C₁₂H₁₁NO₃S
• Molecular Weight: 249.29
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID00425597
• Nikkaji Number: J420.390I
• ChEMBL ID: CHEMBL65312
• Mol file: 70547-29-4.mol

Synonyms:Ethyl 4-hydroxy-2-phenyl-1,3-thiazole-5-carboxylate;70547-29-4;Ethyl 4-hydroxy-2-phenylthiazole-5-carboxylate;CHEMBL65312;Maybridge1_008623;SCHEMBL6338322;HMS565P21;DTXSID00425597;BDBM50016156;MFCD02180800;AKOS001848837;AKOS030240821;CCG-255100;DA-0712;CS-0317293;Ethyl4-hydroxy-2-phenylthiazole-5-carboxylate;E10071;ethyl 4-hydroxy-2-phenyl-thiazole-5-carboxylate;J-521024;2-Phenyl-4-hydroxythiazole-5-carboxylic acid ethyl ester;5-[Ethoxy(hydroxy)methylidene]-2-phenyl-1,3-thiazol-4(5H)-one

Chemical Property of Ethyl 4-hydroxy-2-phenyl-1,3-thiazole-5-carboxylate

Chemical Property:

• Melting Point: 89-91°C
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 249.04596439
• Heavy Atom Count: 17
• Complexity: 269

Purity/Quality:

98%min ^*data from raw suppliers

Ethyl 4-hydroxy-2-phenyl-1,3-thiazole-5-carboxylate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)C1=C(N=C(S1)C2=CC=CC=C2)O

Technology Process of Ethyl 4-hydroxy-2-phenyl-1,3-thiazole-5-carboxylate

There total 4 articles about Ethyl 4-hydroxy-2-phenyl-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: 95.0%

diethyl 2-chloromalonate (14064-10-9) + benzenecarbothioamide (2227-79-4) → 4-hydroxy-2-phenyl-thiazole-5-carboxylic acid ethyl ester (70547-29-4)

Guidance literature:

With 1-(n-butyl)-3-methylimidazolium triflate; at 20 ℃;

DOI:10.1007/s00706-008-0065-7

Reference yield: 88.0%

Diethyl 2-bromomalonate (685-87-0) + benzenecarbothioamide (2227-79-4) → 4-hydroxy-2-phenyl-thiazole-5-carboxylic acid ethyl ester (70547-29-4)

Guidance literature:

In ethanol; for 2h; Heating / reflux;

Reference yield: 70.0%

→ 4-hydroxy-2-phenyl-thiazole-5-carboxylic acid ethyl ester (70547-29-4)

Guidance literature:

In 1,4-dioxane; at 80 ℃;

upstream raw materials:

Diethyl 2-bromomalonate

benzenecarbothioamide

N-(Ethoxyphenylmethylen)carbamidsaeure-ethylester

ethyl 2-sulfanylacetate

Downstream raw materials:

4-((S)-3-tert-Butylamino-2-hydroxy-propoxy)-2-phenyl-thiazole-5-carbonitrile

4-((S)-3-tert-Butylamino-2-hydroxy-propoxy)-2-phenyl-thiazole-5-carboxylic acid amide

ethyl 2-phenyl-4-[(trifluoromethanesulfonyl)oxy]-1,3-thiazole-5-carboxylate

ethyl 4-methoxy-2-phenyl-1,3-thiazole-5-carboxylate