ChemicalBook--->CAS DataBase List--->58333-72-5

58333-72-5

58333-72-5 Structure

58333-72-5 Structure
IdentificationBack Directory
[Name]

ethyl 5-phenylthiazole-2-carboxylate
[CAS]

58333-72-5
[Synonyms]

ethyl 5-phenylthiazole-2-carboxylate
ethyl 5-phenyl-1,3-thiazole-2-carboxylate
5-phenyl-2-Thiazole carbocylic acid ethyl ester
2-Thiazolecarboxylic acid, 5-phenyl-, ethyl ester
[Molecular Formula]

C12H11NO2S
[MDL Number]

MFCD11976519
[MOL File]

58333-72-5.mol
[Molecular Weight]

233.29
Chemical PropertiesBack Directory
[Melting point ]

62-63 °C
[Boiling point ]

369.9±35.0 °C(Predicted)
[density ]

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

Sealed in dry,Room Temperature
[pka]

0.10±0.10(Predicted)
[Appearance]

Light yellow to yellow Solid
Spectrum DetailBack Directory
[Spectrum Detail]

ethyl 5-phenylthiazole-2-carboxylate(58333-72-5)1HNMR
Hazard InformationBack Directory
[Synthesis]

Ethyl 2-oxo-2-((2-oxo-2-phenylethyl)aMino)acetate

84978-66-5

ethyl 5-phenylthiazole-2-carboxylate

58333-72-5

General procedure for the synthesis of ethyl 5-phenyl-2-thiazolecarboxylate from ethyl [2-phenyl-2-oxoethyl]amino-2-oxoacetate: To a solution of ethyl [2-phenyl-2-oxoethyl]amino-2-oxoacetate (5.0 g, 21.3 mmol) in trichloromethane (50 mL) was added diphosphorus pentasulfide (9.0 g, 42.6 mmol). The reaction mixture was stirred at 60 °C overnight. Upon completion of the reaction, the reaction mixture was quenched with ice water (100 mL) and subsequently extracted with dichloromethane. The organic layer was washed with brine, dried over anhydrous Na2SO4, filtered and concentrated to give the crude product. The crude product was purified by silica gel column chromatography eluting with appropriate eluent to afford ethyl 5-phenyl-2-thiazolecarboxylate (4.5 g, 90.8% yield). Mass spectrometric analysis (ESI) showed m/z: 234.1 [M + 1].

[References]

[1] Patent: US2018/271846, 2018, A1. Location in patent: Paragraph 0132; 0135; 0136
[2] Chemical & Pharmaceutical Bulletin, 1982, vol. 30, # 11, p. 4195 - 4198
[3] Patent: EP2533783, 2015, B1. Location in patent: Paragraph 0611-0612
[4] Patent: WO2018/58148, 2018, A1. Location in patent: Paragraph 0257
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