ChemicalBook--->CAS DataBase List--->172678-67-0

172678-67-0

172678-67-0 Structure

172678-67-0 Structure
IdentificationBack Directory
[Name]

5-Thiazolecarboxylic acid, 2-phenyl-, ethyl ester
[CAS]

172678-67-0
[Synonyms]

ethyl 2-phenylthiazole-5-carboxylate
5-Thiazolecarboxylic acid, 2-phenyl-, ethyl ester
[EINECS(EC#)]

604-604-1
[Molecular Formula]

C12H11NO2S
[MDL Number]

MFCD16036490
[MOL File]

172678-67-0.mol
[Molecular Weight]

233.29
Chemical PropertiesBack Directory
[Melting point ]

64.8-65.8 °C
[Boiling point ]

365.2±34.0 °C(Predicted)
[density ]

1.216±0.06 g/cm3(Predicted)
[storage temp. ]

Sealed in dry,Room Temperature
[pka]

0.61±0.10(Predicted)
[Appearance]

White to off-white Solid
Hazard InformationBack Directory
[Synthesis]

2-Chloro-3-oxopropionic acid ethyl ester

33142-21-1

THIOBENZAMIDE

2227-79-4

5-Thiazolecarboxylic acid, 2-phenyl-, ethyl ester

172678-67-0

To a solution of ethyl 2-chloro-3-oxopropionate (4.5 g, 30.0 mmol) and thiobenzamide (4.1 g, 30.0 mmol) in toluene (50 mL) was added magnesium sulfate heptahydrate (7.2 g, 59.8 mmol). The reaction mixture was stirred at 100 °C for 4 h. Upon completion of the reaction, the reaction was quenched with ice water (100 mL). Subsequently, the reaction mixture was extracted with ether (3 x 50 mL), the organic phases were combined, washed with saturated brine (50 mL) and dried over anhydrous sodium sulfate. The drier was removed by filtration and the filtrate was concentrated under reduced pressure to give the crude product ethyl 2-phenylthiazole-5-carboxylate. The crude product was purified by silica gel column chromatography, using petroleum ether/ethyl acetate (10:1) as eluent, the target fraction was collected, and the pure ethyl 2-phenylthiazole-5-carboxylate was obtained after concentration under reduced pressure (3.2 g, 45.9% yield). Mass spectrum (ESI) m/z: 234.1 [M+H]+.

[References]

[1] Patent: US2018/271846, 2018, A1. Location in patent: Paragraph 0121; 0124; 0125
[2] Patent: WO2018/160878, 2018, A1. Location in patent: Page/Page column 287-288
[3] Journal of Chemical Research, 2011, vol. 35, # 5, p. 313 - 316
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