ChemicalBook CAS DataBase List 4-(4-Chloro-phenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid ethyl ester

4-(4-Chloro-phenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid ethyl ester synthesis

10synthesis methods

Product Name:4-(4-Chloro-phenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid ethyl ester
CAS Number:5948-71-0
Molecular formula:C14H15ClN2O3
Molecular Weight:294.73

Substituted benzaldehyde (6.617×10-3mmol; 1.0 equiv.) is mixed with slightly excess equivalent of urea (6.749×10-3mmol; 1.02 equiv.) and ethyl acetoacetate (6.749×10-3mmol; 1.02 equiv.) in the presence of catalytic concentration 1.0×10-4mmol of our synthesized dimeric pyridinium salts along with dry MeCN at ambient reaction condition from 6-33 min. reaction condition. Yield: 92%

141-97-9 Synthesis

141-97-9
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104-88-1 Synthesis

104-88-1
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57-13-6 Synthesis

57-13-6
750 suppliers
$5.00/5g

4-(4-Chloro-phenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid ethyl ester

5948-71-0
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Yield:5948-71-0 100%

Reaction Conditions:

with copper(II) bis(trifluoromethanesulfonate) in ethanol at 100; for 1 h;Microwave irradiation;Inert atmosphere;Biginelli reaction;

Steps:

Synthesis of dihydropyrimidinones

General procedure: Aldehyde (1.0 mmol), ethyl acetoacetate (1.0 mmol), urea (1.5 mmol), Cu(OTf)₂ (0.02 mmol), and EtOH (2 mL) were added to a microwave vial equipped with a magnetic stir bar. The reaction vessel was sealed and irradiated in a microwave reactor (CEM Discover system) at a temperature of 100 °C for 1 h at a maximum power of 200 W. The reaction mixture was cooled to room temperature overnight and the resulting precipitate was filtered and washed with H₂O and hexane. The identity and purity of the products were confirmed by TLC, high-resolution mass spectrometry, IR and ¹H and ¹³C NMR spectroscopy

References:

Pasunooti, Kalyan Kumar;Chai, Hua;Jensen, Chantel Nixon;Gorityala, Bala Kishan;Wang, Siming;Liu, Xue-Wei [Tetrahedron Letters,2011,vol. 52,# 1,p. 80 - 84] Location in patent:supporting information; experimental part

141-97-9 Synthesis

141-97-9
814 suppliers
$5.00/25g

57-13-6 Synthesis

57-13-6
750 suppliers
$5.00/5g