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Ethyl 5-phenyloxazole-2-carboxylate

Product Name
Ethyl 5-phenyloxazole-2-carboxylate
CAS No.
13575-16-1
Chemical Name
Ethyl 5-phenyloxazole-2-carboxylate
Synonyms
Ethyl 5-phenyloxazole-2-carboxylate;methyl 5-phenyloxazole-2-carboxylate;Ethyl 5-phenyl-1,3-oxazole-2-carboxylate;2-Oxazolecarboxylic acid, 5-phenyl-, ethyl ester
CBNumber
CB02595597
Molecular Formula
C12H11NO3
Formula Weight
217.22
MOL File
13575-16-1.mol
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Ethyl 5-phenyloxazole-2-carboxylate Property

Melting point:
60 - 62°C
Boiling point:
344.8±35.0 °C(Predicted)
Density 
1.173±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
solubility 
Chloroform (Slightly), DMSO (Slightly)
pka
-1.84±0.10(Predicted)
Appearance
White to off-white Solid
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

TRC
Product number
E938795
Product name
Ethyl5-phenyloxazole-2-carboxylate
Packaging
250mg
Price
$330
Updated
2021/12/16
AK Scientific
Product number
6156CU
Product name
Ethyl5-phenyloxazole-2-carboxylate
Packaging
250mg
Price
$312
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CHM0118608
Product name
ETHYL 5-PHENYLOXAZOLE-2-CARBOXYLATE
Purity
95.00%
Packaging
5MG
Price
$497.63
Updated
2021/12/16
Matrix Scientific
Product number
136542
Product name
Ethyl 5-phenyl-1,3-oxazole-2-carboxylate
Purity
95%
Packaging
1g
Price
$524
Updated
2021/12/16
Matrix Scientific
Product number
136542
Product name
Ethyl 5-phenyl-1,3-oxazole-2-carboxylate
Purity
95%
Packaging
2.500g
Price
$1144
Updated
2021/12/16
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Ethyl 5-phenyloxazole-2-carboxylate Chemical Properties,Usage,Production

Synthesis

84978-66-5

13575-16-1

General procedure for the synthesis of ethyl 5-phenyl oxazole-2-carboxylate from ethyl [2-phenyl-2-oxoethyl]amino-2-oxoacetate: ethyl [2-phenyl-2-oxoethyl]amino-2-oxoacetate (16.5 g, 71 mmol) was dissolved in 200 mL of anhydrous toluene in a 1 L Parr reactor. To this solution 21 mL (225 mmol, 3.15 equiv) of phosphorus oxychloride (POCl3) was slowly added. The Parr reactor was sealed and the reaction mixture was heated in an oil bath at 110°C for 48 hours. Upon completion of the reaction, the solvent and the remaining phosphorous trichloride were removed by distillation under reduced pressure to give a brown oil. To this oily substance was added 300 mL of water, followed by extraction of the aqueous phase twice with 150 mL of dichloromethane. The organic phases were combined, dried over anhydrous magnesium sulfate (MgSO4), filtered and concentrated under reduced pressure. The resulting brown solid was recrystallized by 50 mL of ethanol to give a final 12.5 g of orange solid product in 80% yield. The product was identified by 1H NMR (300 MHz, DMSO-d6): δ 8.10 (s, 1H), 7.82 (d, J = 7.5 Hz, 2H), 7.55 (m, 3H), 4.43 (q, J = 7.1 Hz, 2H), 1.35 (t, J = 7.1 Hz, 3H). The mass spectrum (APCI+) showed m/z 218 ([M+H]+).

References

[1] Patent: WO2004/18428, 2004, A1. Location in patent: Page 362
[2] Patent: WO2005/61510, 2005, A1. Location in patent: Page/Page column 17
[3] European Journal of Medicinal Chemistry, 2015, vol. 101, p. 334 - 347
[4] Yakugaku Zasshi, 1956, vol. 76, p. 307
[5] Chem.Abstr., 1956, p. 13874

Ethyl 5-phenyloxazole-2-carboxylate Preparation Products And Raw materials

Raw materials

Preparation Products

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Ethyl 5-phenyloxazole-2-carboxylate Suppliers

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13575-16-1, Ethyl 5-phenyloxazole-2-carboxylateRelated Search:


  • Ethyl 5-phenyloxazole-2-carboxylate
  • methyl 5-phenyloxazole-2-carboxylate
  • Ethyl 5-phenyl-1,3-oxazole-2-carboxylate
  • 2-Oxazolecarboxylic acid, 5-phenyl-, ethyl ester
  • 13575-16-1