2-Phenylthiazole-4-carboxylic acid methyl ester

Base Information

• Chemical Name: 2-Phenylthiazole-4-carboxylic acid methyl ester
• CAS No.: 7113-02-2
• Molecular Formula: C11H9NO2S
• Molecular Weight: 219.264
• Hs Code.: 2934100090
• DSSTox Substance ID: DTXSID40457973
• Nikkaji Number: J2.982.601C
• Wikidata: Q72498907
• Mol file: 7113-02-2.mol

Synonyms:7113-02-2;Methyl 2-phenyl-1,3-thiazole-4-carboxylate;METHYL 2-PHENYLTHIAZOLE-4-CARBOXYLATE;2-PHENYLTHIAZOLE-4-CARBOXYLIC ACID METHYL ESTER;4-Thiazolecarboxylicacid,2-phenyl-,methyl ester;SCHEMBL12279458;DTXSID40457973;VGWOUTBYGICCLO-UHFFFAOYSA-N;AKOS015963849;AB23218;TS-03140;METHYL2-PHENYLTHIAZOLE-4-CARBOXYLATE;FT-0716927

Chemical Property of 2-Phenylthiazole-4-carboxylic acid methyl ester

Chemical Property:

• Melting Point: 77-78℃
• Boiling Point: 353.1 °C at 760 mmHg
• Flash Point: 167.4 °C
• PSA: 67.43000
• Density: 1.25 g/cm³
• LogP: 2.59670
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 219.03539970
• Heavy Atom Count: 15
• Complexity: 229

Purity/Quality:

98%min ^*data from raw suppliers

Methyl 2-phenyl-1,3-thiazole-4-carboxylate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CSC(=N1)C2=CC=CC=C2

Technology Process of 2-Phenylthiazole-4-carboxylic acid methyl ester

There total 37 articles about 2-Phenylthiazole-4-carboxylic acid methyl ester 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: 88.0%

2-phenyl-4,5-dihydro-thiazole-4-carboxylic acid methyl ester (3113-46-0,18711-91-6,2518-12-9) → 2-phenyl-1,3-thiazole-4-carboxylic acid methyl ester (7113-02-2)

Guidance literature:

With [(N,N′-(butane-2,3-diylidene)bis(2,4,6-trimethylaniline))Cu^II(OH₂)₃](triflate)₂; 1,8-diazabicyclo[5.4.0]undec-7-ene; In N,N-dimethyl-formamide; at 20 - 100 ℃; for 8h;

DOI:10.1039/c2dt00025c

Reference yield: 77.0%

methyl 3-bromo-2-oxopropanoate (7425-63-0) + benzenecarbothioamide (2227-79-4) → 2-phenyl-1,3-thiazole-4-carboxylic acid methyl ester (7113-02-2)

Guidance literature:

In tetrahydrofuran; for 18h; Reflux;

Reference yield: 75.0%

4-thiazolecarboxylate methyl ester (59418-09-6) + bromobenzene (108-86-1,52753-63-6) → 2-phenyl-1,3-thiazole-4-carboxylic acid methyl ester (7113-02-2)

Guidance literature:

With palladium diacetate; caesium carbonate; tricyclohexylphosphine tetrafluoroborate; In N,N-dimethyl-formamide; at 110 ℃; for 18h; regioselective reaction; Inert atmosphere;

DOI:10.1002/chem.201101615

upstream raw materials:

diazomethane

2-phenyl-1,3-thiazole-4-carboxylic acid

2-phenylthiazolidine-4-carboxylic acid methyl ester

tert.-butylhydroperoxide

Downstream raw materials:

methyl 4-phenylthiazole-2-carboxylate

methyl 3-phenyl-1,2-thiazole-5-carboxylate

2-phenyl-1,3-thiazole-4-carboxylic acid

dimethyl 2,2'-diphenyl-bis-5,5'-thiazole-4,4'-dicarboxylate