The synthesis of novel 6,6'-methylene-bis-[3-(2-anilinoacetyl)-4-hydroxycoumarin] derivatives 6a-f was achieved in excellent yields from 6,6'-methylene-bis-[3-(2-bromoacetyl)-4-hydroxycoumarin] 5 and various arylamines. 5,5'-Methylene-bis-ethylsalicylate 3 was obtained by the esterfication of 5,5'-methylene-bis-salicylic acid 2 with ethanol, which was in turn obtained from salicylic acid 1 and ...

Biginelli reaction of ethyl acetoacetate, thiourea and the appropriate aromatic aldehyde was used to produce ethyl 4-aryl-6-methyl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylates, that reacted with bromomalononitrile to give ethyl 3-amino-5-aryl-2-cyano-7-methyl-5H-thiazolo[3,2-a]pyrimidine-6-carboxylates rather than the isomeric 7H-thiazolo[3,2-a]pyrimidines. Thiazolopyrimidine derivative...

Deuel and coworkers (l-3) have recently reported that a sex difference in the urinary excretion of ketone bodies, not manifested under normal conditions, may be demonstrated in human beings by fasting, and in rats and guinea pigs by the administration of sodium or ethyl acetoacetate. In these cases the females showed a greater tendency to ketosis than the males. Emerson (4) found that greater k...

The aim of this work was to synthesize steroidal heterocycles and to elucidate the potential role of these compounds as antimicrobial agents. The synthesis of steroidal heterocycles containing the pyrazole, isoxazole, thiazole, pyrane, pyridine, pyridazine, or benzopyrane ring attached to the pregnene nucleus is reported. Progesterone (1) reacts with dimethyl formamide dimethyl acetal to form e...

3-Methyl-5-chloro-1-phenylpyrazol and its derivatives were prepared by the reaction with 3methyl -1-phenylpyrazol-5-one, phosphorous oxytrichloride and N-N dimethyl aniline respectively using catalyst. These compounds were further treated with alcohols and sodium hydroxide to form ether linkage. Ethyl acetoacetate reacted with phenylhydrazine at reflux temprature to give 3-methyl-1phenylpyrazol...

A rapid and efficient one-pot, four-component protocol towards the synthesis of polyhydroquinoline derivatives has been developed. The condensation of aldehyde, dimedone, ethyl acetoacetate and ammonium acetate in presence of stannous chloride was carried out under solvent free condition to synthesize a variety of polyhydroquinoline derivatives in good to excellent yields. Stannous chloride was...

In this research, a green, operationally simple, highly efficient and facile cascade Biginelli reaction using various aromatic aldehydes, ethyl acetoacetate, and urea/thiourea has been developed. First, the ionic liquid was prepared from the reaction of 1-methyl-2-pyrolidone with methane sulfonic acid. Then, this ionic liquid was applied as an acidic catalyst in the synthesis of dihydropyrimidi...

Oxalic acid dihydrate as a green, mild and efficient catalyst for the one-pot three-component Biginelli synthesis of 3,4-dihydropyrimidin-2-(1H)-one derivatives from the reaction between β-keto esters (methyl or ethyl acetoacetate), aromatic aldehyde (benzaldehye derivatives) and urea or thiourea under thermal and solvent-free conditions with excellent yields and short reaction time is st...

A suitable methodology of synthesis of coumarin derivatives by Pechmann reaction over heterogeneous solid acid catalysts in a free solvent media under microwave irradiation is described. Resorcinol, phenol and ethyl acetoacetate were selected as model reactants in the Pechmann condensation. The catalytic activity of several materials-Amberlyst-15, zeolite β and sulfonic acid functionalized hybr...