ChemicalBook CAS DataBase List 1,2-DIHYDRO-4-HYDROXY-2-OXO-3-QUINOLINECARBOXYLIC ACID ETHYL ESTER

1,2-DIHYDRO-4-HYDROXY-2-OXO-3-QUINOLINECARBOXYLIC ACID ETHYL ESTER synthesis

13synthesis methods

Product Name:1,2-DIHYDRO-4-HYDROXY-2-OXO-3-QUINOLINECARBOXYLIC ACID ETHYL ESTER
CAS Number:40059-53-8
Molecular formula:C12H11NO4
Molecular Weight:233.22

118-48-9 Synthesis

118-48-9
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105-53-3
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1,2-DIHYDRO-4-HYDROXY-2-OXO-3-QUINOLINECARBOXYLIC ACID ETHYL ESTER

40059-53-8
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$90.00/500mg

Yield: 71%

Reaction Conditions:

with sodium hydride in N,N-dimethyl-formamide for 5 h;Reflux;

Steps:

1 Typical procedure for preparation of compounds 3a-e
General procedure: To a suspension of NaH (1 equiv) in DMF at 0 C was slowlyadded diethyl malonate (10 equiv) and a solution of the correspondingisatoic anhydride (1 equiv) in DMF. Then the reactionmixture was heated to reflux. After completion of the reaction (TLC monitoring) the crude mixture was quenched with water andacidified with concentrated hydrochloric acid. The resulting solidwas filtered, washed with water and diethylether and then driedin vacuo to give the desired compound.

References:

Pudlo, Marc;Luzet, Vincent;Ismaili, Lhassane;Tomassoli, Isabelle;Iutzeler, Anne;Refouvelet, Bernard [Bioorganic and Medicinal Chemistry,2014,vol. 22,# 8,p. 2496 - 2507]

134-20-3 Synthesis