ETHYL THIAZOLE-4-CARBOXYLATE Chemical Properties

Melting point:

42-44

Boiling point:

130°C 12mm

Density 

1.242±0.06 g/cm3(Predicted)

Flash point:

>110℃

storage temp. 

2-8°C

solubility 

Chloroform, Dichloromethane, Ether, Ethyl Acetate

form 

Solid

pka

0.38±0.10(Predicted)

color 

Pale-Yellow Crystalline

CAS DataBase Reference

14527-43-6(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26

WGK Germany 

3

Hazard Note 

Irritant

HS Code 

2934100090

ETHYL THIAZOLE-4-CARBOXYLATE Usage And Synthesis

Chemical Properties

Pale-Yellow Crystalline Solid

Uses

Ethyl 4-Thiazolecarboxylate (cas# 14527-43-6) is a compound useful in organic synthesis.

Synthesis Reference(s)

Synthesis, p. 681, 1976 DOI: 10.1055/s-1976-24156

Synthesis

The general procedure for the synthesis of ethyl 4-thiazolecarboxylate from thiazole-4-carboxylic acid and ethanol was as follows: 2.5 mmol of thiazole-4-carboxylic acid and 2.0 mmol of ethanol were dissolved in 25 mL of dry dichloromethane (DCM) in a dry flask with continuous stirring. Subsequently, 2.5 mmol of 3-(3-dimethylaminopropyl)-1-ethylcarbodiimide hydrochloride (EDC-HCl) was added. After the temperature of the reaction system was lowered to 0 °C, 0.2 mmol of 4-dimethylaminopyridine (DMAP) was added slowly dropwise and the reaction was continued at 0 °C. After completion of the reaction, the temperature of the system was raised to room temperature and the reaction was continued with stirring for 4 hours. Upon termination of the reaction, 25 mL of saturated sodium bicarbonate (NaHCO3) solution was added and extracted twice with dichloromethane (2 x 20 mL). The organic layers were combined, dried with anhydrous sodium sulfate (Na2SO4), filtered and concentrated under reduced pressure to give the crude product. Finally, the crude product was purified by column chromatography (eluent ratio: ethyl acetate:petroleum ether=1:5) to obtain the target compound ethyl 4-thiazolecarboxylate.

References

[1] European Journal of Medicinal Chemistry, 2018, vol. 145, p. 64 - 73

ETHYL THIAZOLE-4-CARBOXYLATE(14527-43-6)Related Product Information

• ETHYL THIAZOLE-5-CARBOXYLATE
• METHYL 4-THIAZOLECARBOXYLATE
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• THIAZOLE-2-CARBOXYLIC ACID
• Thiazole-5-carboxylic acid
• (1,3-thiazol-5-yl)methanamine dihydrochloride
• Carbamic acid, 2-thiazolyl-, 1,1-dimethylethyl ester (9CI)
• C-THIAZOL-4-YL-METHYLAMINE HYDROCHLORIDE
• Thiazole-2,4-diaMine hydrochloride
• 2-(4-TRIFLUOROMETHYL-PHENYL)-THIAZOLE-4-CARBOXYLIC ACID ETHYL ESTER
• ETHYL 2-(2,3-DIHYDRO-1,4-BENZODIOXIN-2-YL)-1,3-THIAZOLE-4-CARBOXYLATE
• ETHYL 2-(2,3-DICHLOROPHENYL)-1,3-THIAZOLE-4-CARBOXYLATE
• ETHYL 2-METHYLTHIAZOLE-4-CARBOXYLATE
• ETHYL 2-(2-THIENYL)-1,3-THIAZOLE-4-CARBOXYLATE
• Ethyl thiazole-2-carboxylate
• ETHYL 5-ACETYL-2-PHENYLTHIAZOLE-4-CARBOXYLATE
• ETHYL 2-[3-(TRIFLUOROMETHYL)PHENYL]-1,3-THIAZOLE-4-CARBOXYLATE
• 4-Thiazolecarboxylicacid,2,5-dimethyl-,ethylester(9CI)