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Home > Encyclopedia > ethyl 5-phenylthiazole-2-carboxylate

ethyl 5-phenylthiazole-2-carboxylate

ethyl 5-phenylthiazole-2-carboxylate structure

ethyl 5-phenylthiazole-2-carboxylate 

structure
  • CAS No:

    58333-72-5

  • Formula:

    C12H11NO2S

  • Chemical Name:

    ethyl 5-phenylthiazole-2-carboxylate

  • Synonyms:

    ETHYL 5-PHENYLTHIAZOLE-2-CARBOXYLATE;Ethyl 5-phenyl-1,3-thiazole-2-carboxylate;MFCD11976519;Ethyl5-phenylthiazole-2-carboxylate;SCHEMBL2180059;CTK8B4433;KS-00000PUG;DTXSID60510973;ANW-45031;ZINC77031717

ethyl 5-phenylthiazole-2-carboxylate Basic Attributes

233.28624

233.051

DTXSID60510973

Characteristics

67.4

3.2

1.216±0.06 g/cm3(Predicted)

62-63 °C

369.9°C at 760 mmHg

ethyl 5-phenylthiazole-2-carboxylate Use and Manufacturing

To a solution of 1-2 (5.0 g, 21.3 mmol) in Trichloromethane (50 mL) was added phosphorus pentasulfide (9.0 g, 42.6 mmol). The reaction mixture was stirred at 60° C. overnight. The mixture was quenched with ice water (100 mL), extracted with dichloromethane, washed with brine, dried with anhydrous NaEthyl 5-phenylthiazole-2-carboxylate P255 (25.5 g, 114.7 mmol) was added to a solution of ethyl 2-oxo-2-((2-oxo-2- phenylethyl)amino)acetate (13.5 g, 57.4 mmol) in dry CHC13 (150 mL). The mixture was heated to reflux for 5 hours. The reaction mixture was cooled down to room temperature, then quenched with water and extracted with CHC13. The combined organic phase was washed with H20, brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The crude product was purified by column chromatography (silica gel 60- 120 mesh, PE:EA= 5:1) to afford ethyl 5-phenylthiazole-2-carboxylate (10 g, yield 75percent) as a white solid. ‘H NMR (400 MI-Tz, CDC13) δ 8.16 (s, 1H), 7.64-7.62 (m, 2H), 7.48-7.39 (m, 3H), 4.53-4.47 (q, J= 7.0 Hz, 2H), 1.49-1.45 (t, J= 7.2 Hz, 3H). MS (ESI) m/z 234 [M+Hf’.

Computed Properties

Molecular Weight:233.29
XLogP3:3.2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:4
Exact Mass:233.05104977
Monoisotopic Mass:233.05104977
Topological Polar Surface Area:67.4
Heavy Atom Count:16
Complexity:241
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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